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  • Articles  (416)
  • Lepidoptera  (283)
  • kinetics  (133)
  • Springer  (416)
  • Blackwell Publishing Ltd
  • Cell Press
  • 1990-1994  (416)
  • 1950-1954
  • Chemistry and Pharmacology  (392)
  • Medicine  (29)
  • Energy, Environment Protection, Nuclear Power Engineering  (4)
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  • Articles  (416)
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  • 1
    Electronic Resource
    Electronic Resource
    The kinetics of the solvolysis of chloropentacyanocobaltate(III) ions in water containing 2-methoxyethanol or diethylene glycol: A contrast with the effect of more hydrophobic cosolvents (1994)
    Springer
    Journal of solution chemistry 23 (1994), S. 1089-1100 
    Details
    ISSN: 1572-8927
    Keywords: Solvolysis ; kinetics ; aqueous solvent mixtures ; Co(III) complexes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The kinetics of the solvolysis of [Co(CN)5Cl]3− have been investigated in water +2-methoxyethanol and water + diethylene glycol mixtures. Although the addition of these linear hydrophilic cosolvent molecules to water produces curvature in the variation of log(rate constant) with the reciprocal of the dielectric constant, their effect on the enthalpy and entropy of activation is minimal, unlike the effect of hydrophobic cosolvents. The application of a Gibbs energy cycle to the solvolysis in water and in the mixtures using either solvent-sorting or TATB values for the Gibbs energy of transfer of the chloride ion between water and the mixture shows that the relative stability of the emergent solvated Co(III) ion in the transition state compared to that of Co(CN)5Cl3− in the initial state increases with increasing content of cosolvent in the mixture. By comparing the effects of other cosolvents on the solvolysis, this differential increase in the relative stabilities of the two species increases with the degree of hydrophobicity of the cosolvent.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00976258
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  • 2
    Electronic Resource
    Electronic Resource
    Thermodynamics of coupled reactions by the method of dynamic titration: the Nickel(II)-salicylate ion system (1994)
    Springer
    Journal of solution chemistry 23 (1994), S. 483-500 
    Details
    ISSN: 1572-8927
    Keywords: Thermodynamics ; kinetics ; chemical relaxation ; temperature-jump ; amplitudes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Amplitudes of chemical relaxation signals can provide useful information as to the thermodynamics of coupled chemical reactions. The temperature-jump technique has been used to investigate the thermodynamic behavior of the Nickel(II)-3,5-dinitrosalicylate system in buffer solution, where complex formation steps are coupled to proton transfer steps. The analysis of the relaxation curves is based on the transformation of a set of coupled elementary reactions into a set of uncoupled ‘normal reactions.’ By analogy with classical titrations, the experiments have been performed by changing the metal ion concentration at constant ligand concentration and pH. Each measured amplitude is associated in this way to a point of a ‘dynamic titration’ and a procedure is formulated by which the values of the equilibrium constants and enthalpies of the normal reactions are simultaneously obtained by simple linear plots. From the dependence of these parameters on suitable functions of the concentrations of the reactants the values of ΔG° and ΔH° of the individual steps are derived. It is shown that the addition of a buffer (instead of an indicator) influences the stoichiometric coefficients of the normal reaction in such a way that measurable amplitudes are produced in systems that, as the presently investigated, in unbuffered solution would remain insensitive to the external perturbation. The circumstances under which the dynamic method offers advantages over the classical techniques are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00972614
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  • 3
    Electronic Resource
    Electronic Resource
    Oxidation of carbidic carbon on a rhodium surface (1994)
    Springer
    Catalysis letters 27 (1994), S. 79-90 
    Details
    ISSN: 1572-879X
    Keywords: kinetics ; carbon ; oxygen ; recombination ; rhodium ; surface characterisation ; XPS ; AES
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Different mechanisms of atomic carbon and oxygen recombination on a rhodium surface are studied with Auger electron spectroscopy (AES) and X-ray photoelectron spectroscopy (XPS). The kinetics of adsorbed carbidic carbon oxidation (carbon coverageθ c ≈ 0.1–0.3 ML) by gas-phase oxygen that proceeds by a Langmuir-Hinshelwood reaction mechanism, provides the value of the activation energy for recombination (E rec ⇂t ≈ 170±20 kJ/mol).E rec ⇂t depends slightly on the carbon coverage. An Eley-Rideal type of reaction was observed for adsorbed oxygen and atomic gas-phase carbon recombination which occurs in a dynamic regime. The low value found for the activation energy (near zero) is consistent with the mechanism that this exothermic reaction is too fast for energy dissipation into the substrate; the energy is mainly transferred into translational, vibrational and rotational energy of CO.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00806980
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  • 4
    Electronic Resource
    Electronic Resource
    Dynamics and self-organization of catalytic systems (1994)
    Springer
    Topics in catalysis 1 (1994), S. 305-314 
    Details
    ISSN: 1572-9028
    Keywords: non-Langmuir ; kinetics ; non-linear dynamics ; oscillations ; chaos ; self-organization
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The kinetics of a catalytic reaction is frequently formulated in terms of simple concepts of the Langmuir type. Apart from limitations arising from the non-uniformity of the catalyst's surface and from the coverage dependence of the rate “constants”, several other complications may come into play. These may arise on the “quantum level” where energy flow between the various degrees of freedom may cause failure of simple transition state theory, as well as on the “continuum level” where formulation of rate equations in terms of coupled non-linear differential equations may give rise to a rich scenario of spatio-temporal self-organization, including kinetic oscillations, chaos, and formation of concentration patterns. Several of these phenomena are illustrated by selected examples.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01492284
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  • 5
    Electronic Resource
    Electronic Resource
    From model to mimic: Age-dependent unpalatability in monarch butterflies (1994)
    Springer
    Cellular and molecular life sciences 50 (1994), S. 176-181 
    Details
    ISSN: 1420-9071
    Keywords: Cardiac glycoside loss ; Danaus plexippus ; aging ; breakdown of chemical defense ; three trophic level interactions ; automimicry ; Lepidoptera ; Asclepias
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract Monarch butterflies (Danaus plexippus) are unpalatable to various vertebrate predators because their larvae sequester bitter and emetic cardiac glycosides (CGs) from milkweed plants (Asclepias spp.). Here we show that the concentration of the defensive CGs decrease as individual butterflies age, regardless of the CGs' initial amounts or specific chemical structures. Consequently, individual monarch butterflies can change from being unpalatable models to palatable mimics during their lifetime. Since monarchs breed continuously over the spring and summer in North America, freshly emerged adult butterflies may serve as noxious models for older individuals which become automimics as they age.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01984960
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  • 6
    Electronic Resource
    Electronic Resource
    The influence of sulfur dioxide on propane oxidation activity over supported platinum and palladium (1994)
    Springer
    Catalysis letters 30 (1994), S. 41-51 
    Details
    ISSN: 1572-879X
    Keywords: propane ; oxidation ; platinum ; palladium ; sulfur dioxide ; alumina ; zirconia ; activity ; acidity ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Earlier studies have shown that sulfur dioxide and metal-support interaction can strongly influence propane oxidation over platinum. In particular, oxidation activity is enhanced when platinum is supported on sulfated γ-alumina or zirconia compared to γ-alumina. Therefore, it is of interest to compare the performance of palladium under the same experimental conditions. Four model catalysts were examined: Pt/γ-alumina, Pt/zirconia, Pd/γ-alumina and Pd/zirconia. The metal loading was kept at or below 0.05 wt% to emphasize changes in activity attributable to metal-support interaction. Reaction rates were measured with and without sulfur dioxide. Surface sulfation was analyzed by measuring acid strength and evaluating spectra obtained by Fourier-transform infrared spectroscopy. In contrast to platinum, sulfation does not promote propane oxidation on Pd/γ-alumina, and Pd/zirconia is less active than Pd/γ-alumina.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00813671
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  • 7
    Electronic Resource
    Electronic Resource
    Spectrophotometric determination of mercury with 5,10,15,20-tetrakis(3-chloro-4-sulfophenyl)porphine by flow injection analysis (1994)
    Springer
    Microchimica acta 113 (1994), S. 81-89 
    Details
    ISSN: 1436-5073
    Keywords: flow injection analysis (FIA) ; mercury ; porphyrin ; kinetics ; spectro-photometry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 5,10,15,20-tetrakis(3-chloro-4-sulfophenyl)porphine (m-Cl-TPPS4) was synthesized and used for the Spectrophotometric determination of mercury by flow injection analysis. A pseudo-first-order reaction kinetic mechanism was proposed with a rate constant of 0.8 min−1 for Hg(II) withm-Cl-TPPS4 in the presence of 8-hydroxyquinoline in a medium of 1.0M acetic acid and sodium acetate buffer solution (pH 6.22). In the optimum conditions of reaction temperature (85 ° C), stopped-flow time (60 s) and sampling volume (100 μl), the method's relative standard deviation was 0.82% (n = 12) at 5.0 μg ml−1 mercury, with a linear range of 0–12.0 μg ml−1 and an analytical frequency of 60h−1. The detection limit (3σ) was 0.025 μg ml−1. Interference studies showed that most metal ions co-existing with Hg2+ could be tolerated at 100-fold excess levels, but Zn2+, Cu2+ and Mn2+ needed to be masked. The method has been applied to the analysis of water samples with satisfactory results.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01243140
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  • 8
    Electronic Resource
    Electronic Resource
    Comparative studies on species-specific reactivity between renin and angiotensinogen (1994)
    Springer
    Molecular and cellular biochemistry 131 (1994), S. 43-47 
    Details
    ISSN: 1573-4919
    Keywords: angiotensinogen ; kinetics ; recombinant protein ; renin ; species specificity ; transgenic mouse
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Medicine
    Notes: Abstract The renin-angiotensin system (RAS) is the most important regulator of electrolyte homeostasis and blood pressure. Our recently generated transgenic mice carrying either the human renin (hREN) or human angiotensinogen (hANG) genes did not develop hypertension but dual gene strains obtained by cross-mating separate lines of mice exhibited a chronically sustained increase in blood pressure, suggesting the presence of species-specific reactivity between renin and angiotensinogen. In order to examine this specificity, the present study was designed to perform a strictly comparative study on hydrolysis of hANG by hREN and mouse submandibular renin (mREN)in vitro by using pure proteins. The recombinant hANG (rhANG) and the synthetic human-type tridecapeptide (hTDP), Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Val-Ile-His, corresponding to the N-terminal sequences of hANG, were used to determine the species specificity of recombinant hREN (rhREN) and mREN. While hTDP was cleaved by both rhREN with similar Km and with the same order of kcat, rhANG was cleaved by mREN with 16.7-fold higher Km and with 28.2-fold lower kcat than by rhREN. These results showed that kcat/Km value of mREN for rhANG was 468-fold lower than that for rhREN acting on rhANG.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01075723
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  • 9
    Electronic Resource
    Electronic Resource
    Enzymology of ADP-ribose polymer synthesis (1994)
    Springer
    Molecular and cellular biochemistry 138 (1994), S. 33-37 
    Details
    ISSN: 1573-4919
    Keywords: poly(ADP-ribose) polymerase ; structure ; chemistry ; kinetics ; automodification ; mechanism(s)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Medicine
    Notes: Abstract In this minireview, we summarize recent advances on the enzymology of ADP-ribose polymer synthesis. First, a short discussion of the primary structure and cloning of poly(ADP-ribose) polymerase (PARP) [EC 2.4.2.30], the enzyme that catalyzes, the synthesis of poly(ADP-ribose), is presented. A catalytic distinction between the multiple enzymatic activities of PARP is established. The direction of ADP-ribose chain growth as well as the molecular mechanism of the automodification reaction catalyzed by PARP are described. Current approaches to dissect ADP-ribose polymer synthesis into individual reactions of initiation, elongation and branching, as well as a partial mechanistic characterization of the ADP-ribose elongation reaction at he chemical level are also presented. Finally, recent developments in the catalytic characterization of PARP by site-directed mutagensis are also briefly summarized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00928440
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  • 10
    Electronic Resource
    Electronic Resource
    Evolution of behavioral responses to sex pheromone in mutant laboratory colonies ofTrichoplusia ni (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 231-238 
    Details
    ISSN: 1573-1561
    Keywords: Trichoplusia ni ; Lepidoptera ; Noctuidae ; sex pheromone ; behavior ; evolution ; sexual selection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male cabbage looper moths,Trichoplusia ni, from two colonies in which all females express an abnormal sex pheromone production phenotype were evaluated in a laboratory wind tunnel for upwind flight responses to the normal and abnormal sex pheromones. The abnormal sex pheromone blend consisted of 20 times as much (Z)-9-tetradecenyl acetate and 30-fold less (Z)-5-dodecenyl acetate compared to the normal pheromone blend. Initially, these males exhibited poor behavioral responses to the abnormal sex pheromone and maximum responses to the normal pheromone blend, indicating that there was no linkage between signal production and response. After 49 generations of laboratory rearing, males from the mutant colonies maintained good responses to the normal pheromone and increased their behavioral response to the abnormal sex pheromone to the same levels as for the normal pheromone. Over the same period, normal males maintained their preference for the normal pheromone. These results indicated that evolution had occurred in mutant colonies in favor of greater male responsiveness to the abnormal sex pheromone, resulting in the broadening of the response spectrum to pheromone blend ratios. This evolution presumably resulted from a mating advantage to those males that did not discriminate against mutant-type females in the mutant colonies.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02064433
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  • 11
    Electronic Resource
    Electronic Resource
    Oviposition stimulants inBarbarea vulgaris forPieris rapae andP. napi oleracea: isolation, identification and differential activity (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 423-438 
    Details
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Pieris napi oleracea ; Lepidoptera ; Pieridae ; Barbarea vulgaris ; oviposition ; stimulants ; glucosinolates ; glucobarbarin ; glucobrassicin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The closely related butterflies,Pieris rapae andP. napi oleracea, readily laid eggs onBarbarea vulgaris in greenhouse cages. When offered a choice between cabbage andB. vulgaris, P. rapae showed no preference, butP. napi oleracea preferredB. vulgaris. Bioassays of extracts ofB. vulgaris foliage revealed the presence of oviposition deterrent(s) in l-butanol extracts as well as stimulants in the postbutanol water extracts. However, the deterrent effect was apparently outweighed by the strong stimulatory effect in the whole plants. The postbutanol water extract was preferred over an equivalent cabbage extract by both species, but more significantly in the case ofP. napi oleracea. The stimulants were isolated by open column chromatography and HPLC, and the activity was associated with three glucosinolates.P. napi oleracea was more sensitive thanP. rapae to the natural concentration of compounds1 and3, whereas both species were strongly stimulated to oviposit by natural concentrations of compound2. Compounds1 and2 were identified as (2R)-glucobarbarin and (2S)-glucobarbarin, respectively, and3 was identified as glucobrassicin, on the basis of their UV, mass, and NMR spectra. When the pure compounds were tested at the same concentrations applied to bean plants, the (2R)-glucobarbarin at 0.2 mg/plant was preferred over a standard cabbage extract by both butterfly species. However, at a dose of 0.02 mg/plant,P. rapae preferred the cabbage extract whereasP. napi oleracea still preferred the (2R)-glucobarbarin. No such difference in response of the two species to the same two concentrations of (2S)-glucobarbarin was obtained. The results indicate a distinct difference in sensitivity of these butterflies to the epimers of glucobarbarin, and the differences in behavioral responses of the two butterfly species depend to a large extent on the concentration of stimulant present.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02064448
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  • 12
    Electronic Resource
    Electronic Resource
    Cardenolides as oviposition deterrents to twoPieris species: Structure-activity relationships (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1039-1051 
    Details
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Pieris napi oleracea ; Lepidoptera ; Pieridae ; oviposition ; deterrents ; cardenolides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oviposition responses ofPieris rapae andP. napi oleracea to 18 cardenolides were compared under the same conditions. Effects of different concentrations of selected cardenolides were also tested. Most of the compounds were deterrent to oviposition by both insects, but to significantly different degrees.P. rapae were strongly deterred by K-strophanthoside, K-strophanthin-β, cymarin, convallatoxin, oleandrin, erysimoside, erychroside, and gitoxigenin. The most deterrent compounds forP. napi oleracea were erychroside, cymarin, erysimoside, convallatoxin, and K-strophanthoside. Strophanthidin-based glycosides were more deterrent than digitoxigenin-based ones, and the number and type of sugar substitutions can have profound effects on activity. Both similarities and contrasts were found in responses ofP. rapae andP. napi oleracea to these cardenolides. Cymarin was equally deterrent to bothPieris species at all concentrations tested. However, when compared withP. rapae, P. napi oleracea was less sensitive to most of the cardenolides.P. napi oleracea was insensitive to K-strophanthin-β and oleandrin at 0.5 × 10−4 M, which were highly deterrent toP. rapae.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02059740
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  • 13
    Electronic Resource
    Electronic Resource
    Oxime ether analogs of sex pheromone components of turnip moth (Agrotis segetum Schiffermüller) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1063-1073 
    Details
    ISSN: 1573-1561
    Keywords: Oxime ether ; NMR data ; pheromone mimics ; ESG studies ; structure-response relationships ; turnip moth ; Agrotis segetum Schiff. ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oxime ether analogs of sex pheromone components of the turnip moth (Agrotis segetum Schiff.) were synthesized by the acidolytic opening of cyclic enol ethers withO-alkyl hydroxylamine hydrochlorides. The compounds varying in chain lengths and in the position of the C=N double bond were studied by electrophysiological single sensillum recordings (electrosen-sillography: ESG). The ESG data indicate in general reduced receptor interaction of all analogs investigated in comparison with natural pheromone components of the turnip moth. The data also show that the grade of decrease of receptor interaction depends on specific structural changes within the molecule. The results demonstrate high complementary pheromone-receptor relationships, predominantly depending on the position of the unsaturated group in the chain, whereas analogs with other structural changes are still recognized as a pheromone-like compound by the receptor.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02059743
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  • 14
    Electronic Resource
    Electronic Resource
    Absorption and release of pheromone ofEpiphyas postvittana (Lepidoptera: Tortricidae) by apple leaves (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1825-1841 
    Details
    ISSN: 1573-1561
    Keywords: Epiphyas postvittana ; Lepidoptera ; Tortricidae ; electroantennogram ; pheromone ; dispenser ; apple ; mating ; disruption ; atmospheric concentration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The absorption and release of the pheromone ofEpiphyas postvititana (Lepidoptera: Tortricidae),E 11–14: OAc andE,E 9, 11–14: OAc (95:5) by apple leaves was studied using electroantennograms (EAG) and sticky traps baited with pheromone-treated leaves. Leaves exposed to an airstream containing pheromone reached a constant level of pheromone release within 3 min. Release occurred over a period greater than 24 hr, following removal of leaves from the pheromone-saturated environment. Pheromone-treated leaves were effective as lures in sticky traps for at least three nights, although the average catch per night decrease logarithmically with time. In the field, pheromone was detected by EAG on leaves harvested from up to 25 cm away from a central point source of pheromone. The shape of a surface representing equal pheromone re-release from leaves around a central point source was defined by interpolation from a three-dimensional transect. Leaves harvested from 5 cm under the dispensers showed the highest pheromone release rate. Leaves downwind of the dispensers also had higher release of pheromone. In a treated orchard, significantly higher EAG measurements were recorded in the rows of trees that contained dispensers, compared to grass interrows or untreated trees. The implications of foliar pheromone adsorption and release on atmospheric concentrations and insect behavior require further investigation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02066225
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  • 15
    Electronic Resource
    Electronic Resource
    (E)-11,13-tetradecadienal: Major sex pheromone component of the eastern blackheaded budworm,Acleris variana (Fern.) (Lepidoptera: Tortricidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1-8 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Acleris variana ; sex pheromone ; (E)-11,13-tetradecadienal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E)-11,13-Tetradecadienal (E11,13–14:Ald) is the major sex pheromone component of the eastern blackheaded budworm (EBB),Acleris variana (Fern.). The compound was identified in female pheromone gland extracts by coupled gas chromatographic-electroantennographic detection (GC-EAD), coupled GC-mass spectrometry in selected ion monitoring mode, and retention index calculations of candidate pheromone components.E11,13–14:Ald alone as trap bait was very attractive to male EBB. Addition of the corresponding diene alcohol or acetate or both did not enhance attraction. (Z)-11,13-Tetradecadienal in binary combination with (E)-11,13–14:Ald neither enhanced nor reduced trap catches. Increasing the amounts of pheromone from 0.01 to 10 µg increased trap catches, but increase of pheromone quantity above 100 µg proportionately reduced attraction. Stabilization of slowly polymerizingE11,13–14:Ald and development of a sustained, adequate release rate is required for pheromone-based monitoring of EBB populations.
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    URL: http://dx.doi.org/10.1007/BF02065986
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  • 16
    Electronic Resource
    Electronic Resource
    A two-component, non-aqueous route to silica gel (1994)
    Springer
    Journal of sol gel science and technology 2 (1994), S. 35-41 
    Details
    ISSN: 1573-4846
    Keywords: carboxylic acids ; mechanism ; kinetics ; ultrafine porosity ; CO2 adsorption
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A new means for generating silica gel has been developed. Simple two component systems comprising tetraalkoxysilanes and strong carboxylic acids such as formic acid can react rapidly to give transparent monolithic gels. The acid serves as solvent, water source, and catalyst for both hydrolysis and condensation. Water need not be present as an initial reactant; it is generated in situ during the reaction. The gelation reaction is at least two orders of magnitude faster than those conducted in conventional acid-catalyzed aqueous systems at comparable pH*. Kinetic evidence indicates a lowering of the activation energy of condensation reactions, believed to be associated with reaction of silyl carboxylates and silanol groups. Physical properties of the dry gels such as bulk density more closely resemble conventional acid-catalyzed gels than those associated with other rapidly gelling systems. Dry gels often exhibit porosity so fine that nitrogen (at 77°K) is not absorbed at significant rates. Independent evidence of porosity arises from comparison of skeletal and bulk densities, sample immersion in water and adsorption isotherms of CO2.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00486210
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  • 17
    Electronic Resource
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    Substitution of the amino acid at position 102 with polar and aromatic residues influences substrate specificity of lactate dehydrogenase (1994)
    Springer
    The protein journal 13 (1994), S. 129-133 
    Details
    ISSN: 1573-4943
    Keywords: Lactate dehydrogenase ; kinetics ; mutagenesis ; specificity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The Gin residue at amino acid position 102 ofBacillus stearothermophilus lactate dehydrogenase was replaced with Ser, Thr, Tyr, or Phe to investigate the effect on substrate recognition. The Q102S and Q102T mutant enzymes were found to have a broader range of substrate specificity (measured byk cat/K m) than the wild-type enzyme. However, it is evident that either Ser or Thr at position 102 are of a size able to accommodate a wide variety of substrates in the active site and substrate specificity appears to rely largely on size discrimination in these mutants. The Q102F and Q102Y mutant enzymes have low catalytic efficiency and do not show this relaxed substrate specificity. However, their activities are restored by the presence of an aromatic substrate. All of the enzymes have a very low catalytic efficiency with branched chain aliphatic substrates.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01892000
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  • 18
    Electronic Resource
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    Kinetics and mechanisms of halide ion catalysis of CO substitution reactions in Os3(CO)12 and Ru3(CO)12 metal carbonyl clusters (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 1451-1456 
    Details
    ISSN: 1573-9171
    Keywords: metal carbonyl clusters ; osmium, ruthenium, alkynes ; kinetics ; catalytic effect of halide ions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The results of kinetic studies on ligand substitution in [M3(CO)11X]− complexes (M = Ru, Os; X = Cl, Br, I) are summarized. The [Os3(CO)11X]− complexes react with PPh3 under mild conditions to initially yield monosubstituted products [Os3(CO)10(PPh3)X]−. The rate of CO substitution obeys a first-order equation with respect to the concentration of the complex and does not depend on the ligand concentration. The rates of the reactions decrease in the order Cl 〉 Br 〉 I withΔH≠ values increasing from 15 to 18 kcal mol−1 and ΔS ≠ values varying from −19 to −13 cal mol−1 K−1. The enhanced reactivities of these complexes as well as the low activation energies and negative activation entropies are discussed in terms of the effects of μ-X bridge formation on the transition state of the reaction. Reactions of PPN[Ru3(CO)11−x (Cl)] (PPN is the bis(triphenylphosphine)iminium cation;x=0, 1) and PPN[Ru3(CO)9(μ3-I)] with alkynes are also reported. The reactivities of alkynes follow the order BuC≡CH ≥ PhC≡CH ≥ EtC≡CEt ≥ PhC≡CPh. The higher rates of the reactions of monosubstituted acetylenes compared with those of their disubstituted analogs are explained by agostic interaction between the metal atom and the C-H bond in the reaction transition state and by steric effects. The results obtained attest that the reaction with alkynes occursvia intermediates containing halide bridges and that μ3-halide complexes are more reactive than μ2-halide complexes.
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    Oxidation of organic amide ions by dioxygen (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 1646-1650 
    Details
    ISSN: 1573-9171
    Keywords: aromatic amines ; amide ions ; oxidation ; dioxygen ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Amide ions generated from secondary aromatic amines with pK a 〉 21 are readily oxidized by dioxygen in the system KOH+18-crown-6+DMSO at room temperature. It was found that the rate limiting stage of the reaction is the interaction of dioxygen with amide ions. The rate of the reaction is determined by two main factors, varying in opposite directions: the degree of ionization of the amine and the reactivity of the amide ions towards dioxygen.
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    URL: http://dx.doi.org/10.1007/BF00703478
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    Correlation between solvent-reorganization dynamics and the kinetics of metallotropy in polar media (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 368-371 
    Details
    ISSN: 1573-9171
    Keywords: kinetics ; solvent dynamics ; radical
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The kinetics of metallotropy of the 3,6-di-tert-butyl-2-(triphenylstannyl)oxyphenoxyl radical has been studied by ESR. The correlation between chemical exchange time τex, solvent polarity, and longitudinal relaxation time of the solvent corresponds to the model of a process controlled by molecular dynamics. A linear relation between τex and correlation time τc for reorientation movements of the radical is found: τex = α · τc. The coefficient α depends on the dielectric properties of the solvent.
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    The Determination of Interfacial Transfer Constants Using Side-by-Side Diffusion Cells (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 1325-1329 
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    ISSN: 1573-904X
    Keywords: interfacial transfer ; partition coefficients ; side-by-side diffusion cells ; kinetics ; modeling
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A side-by-side diffusion cell setup has been used to determine the pH 7.4 buffer-octanol interfacial transfer constants for twelve compounds. The compounds are a diverse selection of pharmaceuticals, amino acids, and small organics which covers a log distribution coefficient (K) range of −3 to 2. A model based on the resistance summation approach, which deals explicitly with the various barriers involves in the transport process, was used to derive transfer constants from the transport data for each compound. The model gave constants that were well behaved in a published model describing the correlation of the forward and reverse transfer constants to equilibrium K values (r2 = 0.999). These studies demonstrate the utility of side-by-side diffusion cells for the determination of interfacial transfer constants. This type of setup offers the advantages of controlled interfacial area, measurable hydrodynamic effects, and a commercially available apparatus.
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    Entrapping Efficiency and Drug Release Profile of an Oil-in-Water (o/w) Emulsion Formulation Using a Polydimethylsiloxane-Coated Glass Bead Assay (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 503-507 
    Details
    ISSN: 1573-904X
    Keywords: drug delivery ; emulsion ; entrapping efficiency ; polydimethylsiloxane ; glass beads ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Evaluation of entrapping efficiency is difficult for an o/w emulsion formulation containing a lipophilic oily drug, isocarbacyclin methyl ester (TEI-9090), by commonly employed techniques (dialysis, ultrafiltration, or gel filtration), because of its adsorption to the system materials. Employing this characteristic of TEI-9090, we developed an adsorption technique with polydimethylsiloxane-coated glass beads (PDMS-GB). The assay is based on the quantitative adsorption of unentrapped TEI-9090 to the PDMS-GB. The entrapping efficiency of a 10% soybean oil emulsion containing [3H]TEI-9090 (1 µg/mL) assayed by this method approached 100%. The PDMS-GB assay was performed for the emulsion diluted 100 times with physiological saline at different time intervals after dilution over a period of 24 hr. A plot of [3H]TEI-9090 in the emulsion particles versus time showed rapid release within 1 hr, followed by very slow release, reaching equilibrium. Applying first-order kinetics, the data were found to fit to a biexponential equation over the first hour of release. The terminal release resembled the first-order release of the drug from the phospholipid-rich infranatant, which was separated from the creamy layer by ultracentrifugation of the emulsion and contained 35% [3H]TEI-9090. These results suggest that the drug is released from two components in the emulsion.
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    Acid-Catalyzed Peptide Bond Hydrolysis of Recombinant Human Interleukin 11 (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 72-76 
    Details
    ISSN: 1573-904X
    Keywords: interleukin 11 (IL-11) ; recombinant human IL-11 ; degradation ; kinetics ; products ; aspartate–proline cleavage
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Recombinant human interleukin 11 (rhIL-11) is a multispectrum cytokine that plays an important role in megakaryocytopoiesis and platelet production. Probing rhIL-11 chemical reactivity in aqueous solution is an important initial step in developing a dosage form for rhIL-11 clinical trials. This report documents rhIL-11 degradation kinetics at 50°C in solutions adjusted to pH 3.0 to 9.5. Stressed samples were analyzed by reverse-phase HPLC and degradation product peaks were isolated for structural characterization. The results show maximal stability in the region pH 6.5 to 7.0. Degradation product identification shows that the major reaction pathway in acidic solution involves peptide cleavage at aspartate133–proline134. In alkaline solution, protein disappearance proceeds via nonspecific loss to container surfaces. Degradation products at alkaline pH have not been identified.
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    Epimerization and Hydrolysis of Dalvastatin, a New Hydroxymethylglutaryl Coenzyme A (HMG-CoA) Reductase Inhibitor (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 165-170 
    Details
    ISSN: 1573-904X
    Keywords: dalvastatin ; hydroxymethylglutaryl coenzyme A (HMG-CoA) reductase inhibitor ; epimerization ; hydrolysis ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract In aqueous solutions, dalvastatin (1) undergoes epimerization as well as hydrolysis. The transformation of the drug was studied as a function of pH at 25°C in aqueous solutions containing 20% acetonitrile. At all pH values, first-order plots for the conversion are biphasic, indicating rapid equilibration of 1 with its epimer (2) and slower hydrolysis of 1 to the corresponding β-hydroxy acid (3). Apparent first-order rate constants for the biexponential equation are given as a function of pH. The alkyl–oxygen cleavage of the lactone ring results in the epimerization of 1 to 2, whereas the acyl–oxygen cleavage results in the hydrolysis of 1 to 3. The epimerization is an SN1 reaction reaching an equilibrium of [l] eq/[2] eq = 1.27. The epimerization rate is increased with an increase in the water content of the solvent. The hydrolysis of 1 to 3 is acid and base catalyzed. The hydrolysis is reversible in acidic media and irreversible in neutral and basic media. At pH values greater than 9, the hydrolysis reaction proceeds more rapidly than the epimerization.
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    Entrapping Efficiency of an Oil-in-Water Emulsion Containing Isocarbacyclin Methyl Ester (TEI-9090) in Dog and Human Sera (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 1677-1679 
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    ISSN: 1573-904X
    Keywords: o/w emulsion ; serum ; entrapping efficiency ; kinetics ; SDS
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
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    URL: http://dx.doi.org/10.1023/A:1018938627408
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    Is Stability Prediction Possible for Protein Drugs? Denaturation Kinetics of β- Galactosidase in Solution (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 1721-1725 
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    ISSN: 1573-904X
    Keywords: protein drug ; denaturation ; aggregation ; kinetics ; Eyring equation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Denaturation and aggregation kinetics of Aspergillus oryzae β-galactosidase in solution were studied in order to determine whether the stability of protein drugs can be predicted. Denaturation of β-galactosidase, monitored by measuring enzyme activity, conformed to first-order kinetics, whereas aggregation of the denatured form, monitored by high performance size exclusion chromatography, showed a reaction order higher than 1. Denaturation of β-galactosidase was irreversible and exhibited a biphasic kinetic pattern which could be explained by assuming that two isoenzymes denatured irreversibly at different rates. Linear Arrhenius plots were obtained for the estimated rate constants, and ΔH
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    Block copolymerization initiated by Mn(III)-poly(ethylene glycol) redox system — general features and kinetics (1994)
    Springer
    Colloid & polymer science 272 (1994), S. 777-783 
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    ISSN: 1435-1536
    Keywords: Mn(III)-poly(ethylene glycol) ; acrylonitrile ; block copolymerization ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
    Notes: Abstract The kinetics and mechanism of thermal polymerization of acrylonitrile initiated by Mn(III) pyrophosphate — poly(ethylene glycol) (PEG, molecular weight 6000) redox system in aqueous sulfuric acid medium was studied in the temperature range 30–60°C. The overall rates of polymerization and the disappearance of Mn3+ were determined. The polymerization was initiated by the organic free radical produced from the Mn3+-PEG reaction and the termination was by the metal ions. The rate of polymerization of acrylonitrile was found to be directly proportional to the square of the monomer concentration and first power of PEG concentration, and inversely proportional to the concentration of Mn3+. The rate of manganic ion disappearance was found to be directly proportional to manganic ion concentration and PEG concentration, and independent of the monomer concentration. Based on these observations, a plausible reaction scheme was suggested and suitable kinetic expressions were evaluated.
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    Transport of calcium by mitochondria (1994)
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    Journal of bioenergetics and biomembranes 26 (1994), S. 471-485 
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    ISSN: 1573-6881
    Keywords: Mitochondria ; transport ; calcium ; metabolic mediator ; kinetics ; calcium pulses
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Physics
    Notes: Abstract The identification of intramitochondrial free calcium ([Ca2+ m) as a primary metabolic mediator [see Hansford (this volume) and Gunter, T. E., Gunter, K. K., Sheu, S.-S., and Gavin, C. E. (1994)Am. J. Physiol. 267, C313–C339, for reviews] has emphasized the importance of understanding the characteristics of those mechanisms that control [Ca2+]m. In this review, we attempt to update the descriptions of the mechanisms that mediate the transport of Ca2+ across the mitochondrial inner membrane, emphasizing the energetics of each mechanism. New concepts within this field are reviewed and some older concepts are discussed more completely than in earlier reviews. The mathematical forms of the membrane potential dependence and concentration dependence of the uniporter are interpolated in such a way as to display the convenience of consideringV max to be an explicit function of the membrane potential. Recent evidence for a transient rapid conductance state of the uniporter is discussed. New evidence concerning the energetics and stoichiometries of both Na+-dependent and Na+-independent efflux mechanisms is reviewed. Explicit mathematical expressions are used to describe the energetics of the system and the kinetics of transport via each Ca2+ transport mechanism.
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    Pheromone differences between sibling taxaDiachrysia chrysitis (linnaeus, 1758) andD. tutti (Kostrowicki, 1961) (Lepidoptera: Noctuidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 91-109 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Noctuidae ; Diachrysia chrysitis ; Diachrysia tutti ; pheromones ; sibling taxa ; electroantennographic responses ; biosynthesis ; cross-attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The noctuid sibling taxaDiachrysia chrysitis s. str. andD. tutti, of yet uncertain taxonomic status, have previously been shown to possess differences in morphology and to be attracted to different mixtures of the two presumed pheromone components (Z)-5-decenyl acetate and (Z)-7-decenyl acetate. TypicalD. tutti males (clearly broken forewing marking) are known to respond to a 2: 100 mixture of the two isomers, whereasD. chrysitis males (unbroken marking) are attracted to a 100: 10 mixture. We investigated female pheromone production and male electroantennographic (EAG) response inDiachrysia families raised in the laboratory from field-collected gravid females. Extracts of individual females from typicalD. tutti andD. chrysitis families were subjected to gas chromatography with simultaneous flame ionization and electroantennographic detection. All females produced mixtures of Z5- and Z7-10:OAc, but femaleD. chrysitis produced predominantly Z5-10:OAc and the antennae of their brothers responded more strongly to the Z5 peak than to the Z7-10:OAc peak, whereas the opposite was true forD. tutti families. The pheromone components were shown to be biosynthesized from hexadecanoic and tetradecanoic acid, respectively by Z11-desaturation followed by chain shortening, reduction, and acetylation. The EAG responses of males trapped with the typicalD. tutti andD. chrysitis blends, as well as with an intermediate blend, were investigated. Males trapped with theD. tutti mixture almost exclusively had a clearly broken wing marking and showed strongest EAG response to Z7-10:OAc. The intermediate blend and theD. chrysitis mixture gave more mixed catches, but with a prevalence of males with an unbroken (or almost unbroken) wing marking and with a higher mean response to Z5-10:OAc. Some males with typicalD. tutti EAG responses were attracted in the field to theD. chrysitis pheromone. In the flight tunnel someD. chrysitis males were attracted also to theD. tutti mixture. This indicates that cross attraction may take place between the two taxa under natural conditions.
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    Codling moth (Cydia pomonella): Disruptants of sex pheromonal communication (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 171-181 
    Details
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; Lepidoptera ; Tortricidae ; communication disruption ; mating disruption ; sex pheromone ; (E,E)-8,10-dodecadien-1-ol ; (E,Z)-8,10-dodecadien-1-ol ; (Z,E)-8,10-dodecadien-1-ol ; dodecan-1-ol ; tetradecan-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In a small section of an apple orchard, six traps were placed each in control and test areas and baited with live virgin female codling moths. Gray elastomer septa were used to dispense communication disruptants around the traps. Dyed male codling moths were released in control and test areas, and the numbers of males captured in control and test traps were compared. In 1991, linear regression curves of percent communication disruption versus logarithm of dose were obtained for three compositions: (E,E)-8,10-dodecadien-1-ol, codlemone (1); codlemone + dodecan-1-ol + tetradecan-1-ol (2); and an equilibrium mixture of the four isomers of 8,10-dodecadien-1-ol (30, (61%EE, 14%ZE, 20%EZ, and 5%ZZ). All three regressions gaver 2 values greater than 0.90. At the 95% confidence limits, slopes and intercepts of compositions 1 and 2 were equivalent, and different from that of composition 3, which produced the greatest percentages of disruption at all doses. In 1992, five treatments were compared at a single dose: 1, 3, none (4), (Z,E)-8,10-dodecadien-1-ol (5), (E,Z)-8,10-dodecadien-1-ol (6). Compositions 5 and 6 gave the greatest and similar percentages of disruption and were different from codlemone (1) and 4 (95% confidence), but not from composition 3. Communication disruption produced by composition 3 was greater than (codlemone), which was greater than 4.
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    Electrophysiological and field activity of halogenated analogs of (E,E)-8,10-dodecadien-1-ol, the main pheromone component, in codling moth (Cydia pomonella L.) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 489-503 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Cydia pomonella ; codling moth ; sex pheromone ; halogenated analogs ; isosteric replacements ; EAG ; single sensillum recording ; field trapping ; structure-activity relationship ; codlemone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pest monitoring and control of the codling moth,Cydia pomonella L., have been developed using the main pheromone component of this species, (E,E)-8,10-dodecadienol (codlemone). However, the activity of codlemone is not satisfactory for pest control by mating disruption. Thus, we have synthesized halogenated analogs of codlemone to see if they could be used as new agents for pest control of the codling moth. Their biological activity was measured by electrophysiological techniques. In EAG screening, codlemone was the most active compound. F(10,11)-codlemone [(E,E)-10,11-difluoro-8,10-dodecadienol] and Cl-codlemone [(E,E)-11-chloro-8,10-undecadienol] elicited significant EAG responses, F(10,11)-codlemone triggering responses not significantly different from responses to codlemone. EAG cross-adaptation experiments and single sensillum recordings revealed that these compounds were detected by the same receptor neuron type as codlemone. No competitive inhibition with codlemone was observed from nonactive compounds. In field trapping, F(10,11)-codlemone and Cl-codlemone were more attractive to male codling moths than codlemone itself. Possible explanations of this activity are discussed.
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    Stratospheric ozone depletion and plantinsect interactions: Effects of UVB radiation on foliage quality ofCitrus jambhiri forTrichoplusia ni (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 525-539 
    Details
    ISSN: 1573-1561
    Keywords: Citrus jambhiri ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; bergapten ; furanocoumarins ; phototoxins ; plant-herbivore interactions ; psoralen ; ultraviolet-B radiation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Projected decreases in stratospheric ozone may result in increases in shortwave ultraviolet (UVB) irradiation at the earth's surface. Furanocoumarins, phototoxic compounds found inCitrus jambhiri foliage, increase in concentration when these plants are grown under enhanced UVB. Survivorship schedules ofTrichoplusia ni (Lepidoptera: Noctuidae) caterpillars reared on plants in the presence and absence of enhanced UVB regimes differ significantly; larvae develop more slowly in early life when reared on plants exposed to increased UVB. This same developmental pattern is observed whenT. ni larvae are reared on artificial diets amended with ecologically appropriate amounts of furanocoumarins. Thus, anthropogenically derived changes in stratospheric ozone and concomitant changes in UV light quality at the earth's surface may influence ecological interactions between insects and their host plants by altering secondary metabolism and hence foliage quality for herbivores.
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    Oxidative responses in soybean foliage to herbivory by bean leaf beetle and three-cornered alfalfa hopper (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 639-650 
    Details
    ISSN: 1573-1561
    Keywords: Soybean ; lipoxygenase ; peroxidase ; polyphenol oxidase ; trypsin inhibitor ; ascorbate oxidase ; oxidative stress ; Lepidoptera ; Noctuidae ; Helicoverpa zea ; corn earworm ; Cerotoma trifurcata ; bean leaf beetle ; Coleoptera ; Chrysomelidae ; Spissistilus festinus ; three-cornered alfalfa hopper ; Homoptera ; Membracidae ; induced resistance ; interspecific competition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Variation in induced responses in soybean is shown to be dependent, in part, upon herbivore species. Herbivory by the phloem-feeding three-cornered alfalfa hopper caused increases in the activities of several oxidative enzymes including lipoxygenases, peroxidases, ascorbate oxidase, and polyphenol oxidase. Bean leaf beetle defoliation caused increased lipoxygenase activity, but had little effect upon peroxidase, polyphenol oxidase, ascorbate oxidase, or trypsin inhibitor levels in either field or greenhouse studies. In one field experiment, prior herbivory by the bean leaf beetle subsequently reduced the suitability of foliage to the corn earwormHelicoverpa zea. The contribution of these findings to emerging theories of insect-plant interactions is discussed.
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    Female sex pheromone components of jasmine mothPalpita unionalis (Lepidoptera: Pyralidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 745-751 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; (E)-11-hexadecenal ; (E)-11-hexadecen-1-yl acetate ; Palpita unionalis ; Lepidoptera ; Pyralidae ; Pyrustinae ; Anisodes sp. ; Geometridae ; jasmine moth
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E)-11-Hexadecenal and (E)-11-hexadecen-1-yl acetate were found in abdomen tip extracts from females of the jasmine mothPalpita unionalis (Hübn). The identification was based on capillary GC analyses, mass spectrometry, and laboratory and field tests. In laboratory bioassays, both components elicited a low level of upwind flight by males. The two components when tested separately in the field were inactive, but the blend of the two components at a ratio of (3:7) was highly attractive to males. Traps baited with 1 mg of the two-component blend were competitive to traps baited with five virgin females. The addition of Z isomers components reduced male capture.
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    Response of male eye-spotted bud moth,Spilonota ocellana (Lepidoptera: Tortricidae), to different pheromone blends in north America and The Netherlands (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 625-630 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Spilonota ocellana ; eye-spotted bud moth ; sex pheromone ; (Z)-8-tetradecenyl acetate and (Z)-8-tetradecenyl alcohol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Response of male eye-spotted bud moth,Spilonota ocellana (Denis and Schiffermüller), to different ratios of synthetic sex pheromone components, (Z)-8-tetradecenyl acetate (Z8-14:OAc) and (Z)-8-tetradecenyl alcohol (Z8-14:OH), were compared in four North American locations and in one location in The Netherlands. In British Columbia, Nova Scotia, Michigan, and The Netherlands, a 99:1 blend ofZ8-14:OAc andZ8-14:OH captured significantly more maleS. ocellana thanZ8-14:OAc alone or binary blends containing 10–50%Z8-14:OH. In Ontario, where population sizes were low compared to the other four locations, trends in trap catches were similar, and there was no indication that maleS. ocellana responded differently to the tested pheromone blends. A 99:1 blend ofZ8-14:OAc andZ8-14:OH should be most effective in pheromone-based control programs ofS. ocellana in North America and in The Netherlands. Our results confirm earlier studies that a 99:1 blend ofZ8-14:OAc andZ8-14:OH captures significantly more maleS. ocellana thanZ8-14:OAc alone. However, our finding that a 99:1 blend ofZ8-14:OAc andZ8-14:OH is significantly more attractive than binary blends containing 10–50%Z8-14:OH differs from previous findings in Germany and Switzerland.
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    Identification of olfactory cues used in host-plant finding by diamondback moth,Plutella xylostella (Lepidoptera: Plutellidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1407-1427 
    Details
    ISSN: 1573-1561
    Keywords: Plutella xylostella ; Lepidoptera ; Plutellidae ; Brassica ; host plant attraction ; EAG ; bioassay ; host plant location ; plant volatiles ; mustard oils ; isothiocyanates
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Olfactory attraction of female diamondback moths (Plutella xylostella) to odors of intact and homogenized host plants, as well as individual compounds characteristic of host plants, were investigated by behavioral and electrophysiological methods. Moths were attracted to odors ofBrassica juncea andB. napus seedlings in a Y-tube bioassay. Solvent fractions of homogenizedB. juncea leaves were attractive to moths whether or not isothiocyanates (IC) were present. Moths were attracted in Y-tube bioassays and to field traps baited with individual ICs. Volatiles fromB. juncea andB. napus elicited an electroantennogram (EAG) response and were attractive in the Y-tube bioassay. Allyl IC was shown to be the attractive component in homogenized plant volatiles but was found to be virtually absent from intact plant volatiles. Gas chromatographic fractionation of intact plant volatiles revealed a terpene-containing fraction to be most attractive to the moths. We were unable to isolate individual attractive compounds from this fraction. Our results suggest that certain elements of this fraction, possibly in combination, are important olfactory cues for host-plant finding by the diamondback moth with mustard oils playing an important and possibly synergistic role, particularly when plants are damaged.
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    Squash leaf glandular trichome volatiles: Identification and influence on behavior of female pickleworm moth [Diaphania nitidalis (Stoll.)] (Lepidoptera: Pyralidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2099-2109 
    Details
    ISSN: 1573-1561
    Keywords: Cucurbitaceae ; Cucurbita pepo ; Insecta ; Lepidoptera ; Pyralidae ; Diaphania ; oviposition ; nitidalis ; pickleworm moth ; egg laying ; visitations ; stimulation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Fourteen volatile compounds occurring in leaf trichomes of yellow squash (Cucurbita pepo L. cv. Early Prolific Straightneck) were identified. These compounds accounted for 83.5% of the volatile matrix. Ubiquitous constituents of the epidermis (myristic, palmitic, and stearic acids,n-tricosane, andn-pentacosane) accounted for 73.7%; these compounds were not bioassayed. The volatileso-,m-, andp-xylene, toluene, 2-heptanone, (R)-(+)- and (S)-(−)-limonene, and germacrene D were tested for their influence on attraction and oviposition by the pickleworm moth (Diaphania nitidalis Stoll.). No single compound, except germacrene D, was attractive. (R)-(+)-Limonene and 2-heptanone were weakly repellent. Mixtures of the highly volatile fractions were as attractive as volatiles emanating from whole, intact leaves. Oviposition levels on treated artificial sites corresponded with levels of visitation. Oviposition was significantly stimulated by “whole-leaf” volatiles, and (S)-(−)-limonene caused a slight but significant reduction.
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    Attacus atlas caterpillars (Lep., Saturniidae) spray an irritant secretion from defensive glands (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2127-2138 
    Details
    ISSN: 1573-1561
    Keywords: Attacus atlas ; biogenic amines ; chemical defense ; defensive glands of caterpillars ; histamine ; Lepidoptera ; Saturniidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ability ofAttacus atlas caterpillars to spray a defensive secretion seems to be due to the fine structure of the integumental glands that produce it. The giant gland cells are fixed to stable cuticular rings surrounding the gland openings and tightly closed by cuticular lids. Probably by increasing hemolymph pressure, the lids are blasted off and the secretion spouts out. The fluid contains several aromatics, biogenic amines (e.g., acetylcholine, histamine), glycerol, and trehalose and exhibits tyrosinase activity. Deterrent effects of caterpillar secretion and hemolymph on predatory ants could be shown. Presumably the spraying process serves to apply the secretion to sensitive sites of vertebrate target organisms.
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    Induction of parasitoid attracting synomone in brussels sprouts plants by feeding ofPieris brassicae larvae: Role of mechanical damage and herbivore elicitor (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2229-2247 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pieridae ; Hymenoptera ; Braconidae ; cabbage ; Brussels sprouts ; behavior ; tritrophic interactions ; green-leaf volatiles ; herbivore-induced synomones ; elicitor ; caterpillar regurgitant ; Brassica oleracea ; Pieris brassicae ; Cotesia glomerata ; parasitoid ; wasp
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Induction of plant defense in response to herbivory includes the emission of synomones that attract the natural enemies of herbivores. We investigated whether mechanical damage to Brussels sprouts leaves (Brassica oleracea var.gemmifera) is sufficient to obtain attraction of the parasitoidCotesia glomerata or whether feeding byPieris brassicae caterpillars elicits the release of synomones not produced by mechanically damaged leaves. The response of the parasitoidCotesia glomerata to different types of simulated herbivory was observed. Flight-chamber dual-choice tests showed that mechanically damaged cabbage leaves were less attractive than herbivore-damaged leaves and mechanically damaged leaves treated with larval regurgitant. Chemical analysis of the headspace of undamaged, artificially damaged, caterpillar-infested, and caterpillar regurgitant-treated leaves showed that the plant responds to damage with an increased release of volatiles. Greenleaf volatiles and several terpenoids are the major components of cabbage leaf headspace. Terpenoids are emitted in analogous amounts in all treatments, including undamaged leaves. On the other hand, if the plant is infested by caterpillars or if caterpillar regurgitant is applied to damaged leaves, the emission of green-leaf volatiles is highly enhanced. Our data are in contrast with the induction of more specific synomones in other plant species, such as Lima bean and corn.
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    URL: http://dx.doi.org/10.1007/BF02033199
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    Different feeding and gustatory responses to ecdysone and 20-hydroxyecdysone by larvae of the silkworm,Bombyx mori (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 125-133 
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    ISSN: 1573-1561
    Keywords: Bombyx mori ; Lepidoptera ; Bombiridae ; silkworm ; larvae ; ecdysone ; 20-hydroxyecdysone ; feeding behavior ; electrophysiology ; sensilla response ; chemoreceptors
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The feeding and gustatory responses to ecdysone and 20-hydroxyecdysone were investigated in the silkworm,Bombyx mori. 20-Hydroxyecdysone reduced feeding response strongly in fourth- and fifth-instar larvae, whereas ecdysone had no effect on feeding response. 20-Hydroxyecdysone stimulated the R receptor, the receptor to feeding deterrents, to a great degree. By contrast, ecdysone was much less effective for stimulating the R receptor. These results indicate that ecdysone and 20-hydroxyecdysone have different effects on feeding response due to different interactions with mouthpart chemoreceptors.
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    Induced resistance in soybean toHelicoverpa zea: Role of plant protein quality (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 183-198 
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    ISSN: 1573-1561
    Keywords: Induced resistance ; protein quality ; Helicoverpa zea ; soybean ; Glycine max ; protease inhibitor ; lipoxygenase ; Lepidoptera ; noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Resistance in soybean toHelicoverpa zea is comprised of both constitutive and inducible factors. In this study, we investigated the induction of resistance byH. zea in both greenhouse and field studies. In a greenhouse experiment, fourth-instarH. zea growth rates were reduced by 39% after 24 hr feeding and by 27% after 48 hr when larvae fed on previously wounded V3 foliage (cv. Forrest) compared with undamaged foliage. In a field study, the weight gain by larvae was more than 52% greater when larvae fed for 72 hr on undamaged R2/R3 soybean plants (cv. Braxton) compared to those that fed on previously wounded plants. A significant component of the induced resistance is due to a decline in the nutritional quality of foliar protein following foliar damage byH. zea. Foliar protein was extracted from damaged and undamaged foliage and incorporated into artificial diets. Larval growth was reduced 26% after four days and 49% after seven days on diets containing protein from damaged plants compared to larvae feeding on foliar protein from undamaged plants. Chemical analyses of protein quality also indicated a decline in quality in damaged plants compared to unwounded plants. Increases in lipoxygenase activity (53%), lipid peroxidation products (20%), and trypsin inhibitor content (34%) were observed in protein from wounded plants. Moreover, a 5.9% loss in free amines and 19% loss in total thiols occurred in protein from wounded plants. Larval feeding causes a significant increase in foliar lipoxygenase activity that varied among genotypes. Lipoxygenase isozymes were measured at pH 5.5, pH 7.0, and pH 8.5 in V3 stage plants of Forrest, Hark, D75-1069, and PI 417061 genotypes. Lipoxygenase activity in each genotype was significantly increased after 72 hr of larval feeding at each pH level tested, with the exception of lipoxygenase isozymes at pH 5.5 in genotype PI 417061. Larval feeding on R2/R3 stage plants (field-grown cv. Braxton) for six days also increased foliar lipoxygenase activity.
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    Sex pheromone components of the spring hemlock looper,Lambdina athasaria (Walker) (Lepidoptera: Geometridae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2501-2511 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Geometridae ; Lambdina athasaria ; Lambdina fiscellaria fiscellaria ; Lambdina fiscellaria lugubrosa ; sex pheromone ; synergism ; 7,11-dimethylheptadecane ; 7-methylheptadecane ; 5,11-dimethylheptadecane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two methylated hydrocarbons, 7-methylheptadecane (7) and 7,11-dimethylheptadecane (7,11), are female sex pheromone components of the spring hemlock looper (SHL),Lambdina athasaria (Walker). Compounds extracted from female pheromone glands were identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometry (GC-MS) in selected ion monitoring mode. In field trapping experiments, (7) and (7,11) by themselves were behaviorally inactive, but in combination attracted numerous male moths. (5,11)-Dimethylheptadecane (5,11) was detected in female SHL pheromone gland extracts, but did not enhance attraction to the binary blend of (7) and (7,11). The sex pheromone of SHL is related to that of congeneric eastern hemlock looper (EHL),Lambdina fiscellaria fiscellaria (Guen.) [(5,11) and 2,5-dimethylheptadecane (2,5)] and western hemlock looper (WHL),L.f. lugubrosa (Hulst) [(5,11), (2,5) and (7)]. Specificity of the pheromonal blend, spatial separation of coseasonal EHL and WHL, and temporal separation of sympatric EHL and SHL contribute to reproductive isolation.
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    Sex pheromone of cranberry fruitworm,Acrobasis vaccinii riley (Lepidoptera: Pyralidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 3269-3279 
    Details
    ISSN: 1573-1561
    Keywords: Cranberry fruitworm ; Lepidoptera ; Pyralidae ; Acrobasis vaccinii ; sex pheromone ; (E,Z)-8,10-pentadecadien-l-ol acetate ; (E)-9-pentadecen-l-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The following compounds and (approximate ratios) were identified in sex pheromone gland extracts of femaleAcrobasis vaccinii Riley by comparison of gas chromatography-mass spectrometric traces with those of synthetic standards: (E,Z)-, (Z,E)-, (Z,Z), and (E,E)-8, 10-pentadecadien-l-ol acetates (100:1:2:12), a dodecen-l-ol acetate (8), (Z)-8-, (Z)-9-, and (E)-9-pentadecen-l-ol acetates (3:23:4), two heptadecen-l-ol acetates (4:4), tetradecyl, pentadecyl, hexadecyl, and heptadecyl acetates (3:15:10:8), dodecan-l-ol (6), tetradecan-l-ol (5), and hexadecan-l-ol (23). The amount of (E,Z)-8, 10-pentadecadien-l-ol acetate (E8,Z10–15:Ac) in the extract was about 0.5 ng/female. Electroantennographic analysis of gas chromatographic fractions of female sex pheromone gland extract showed that the fraction containingE8,Z10–15:Ac elicited the greatest response. Alone,E8,Z10–15:Ac failed to elicit upwind flight of males in flight-tunnel tests, and traps baited with it did not catch males in field experiments. WhenE8,Z10–15:Ac was combined with (E)-9-pentadecen-l-ol acetate (100:4), male upwind flight response in flight-tunnel tests was equivalent to those obtained with extract of female sex pheromone glands (synthetic, 62%; natural, 51%), but the percent of males flying upwind that contacted the source was lower (synthetic, 47%; natural, 88%). The lower percent of source contact elicited by the synthetic pheromone could be a result of the difference in isomer ratios of 8,10–15:Ac in the natural and synthetic pheromone or could indicate that the synthetic pheromone is incomplete. Traps baited with the 100:4 combination caught large numbers of males in field experiments.
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    Role of Douglas fir (Pseudotsuga menziesii) carbohydrates in resistance to budworm (Choristoneura occidentalis) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 395-405 
    Details
    ISSN: 1573-1561
    Keywords: Douglas fir ; Pseudotsuga menziesii ; galactose ; terpenes ; sugars ; carbohydrates ; resistance ; western spruce budworm ; mortality ; Choristoneura occidentalis ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The current year's growth of Douglas fir contains galactose, unusual in that this carbohydrate makes up 78.7% of the total carbohydrate fraction. An agar diet study was undertaken to determine the effects of galactose, other carbohydrates, and terpenes on western spruce budworm larval mortality, growth rate, and adult biomas production. All concentrations of the carbohydrates and terpenes tested, as well as other mineral elements not tested, were typical of the current year's foliage of Douglas fir. In experiment I, the diet containing 5.61% total carbohydrate did not significantly affect larval mortality when compared to the control diet. However, diets containing 9.45% and 15% total carbohydrate concentrations significantly increased larval mortality 64% and 96.1%, respectively, when compared to the control. Also in experiment I, terpenes alone (78.9% morality) and terpenes in combination with 9.45% and 15% total carbohydrates significantly increased larval mortality (97.2% and 100%, respectively) when compared to mortality on the control diet (44%). To determine which carbohydrate was causing the adverse effect, 6% glucose, 6% fructose, and 6% galactose were placed individually and in combination with terpenes in diets in experiment II. The 6% galactose diet significantly increased larval mortality and reduced growth rate when compared to the control, glucose, and fructose diets. Glucose resulted in 16% less larval mortality, significantly enhanced female larval growth rate and pupal weight, but did not affect male larval growth rate and pupal weight, when compared to the control. Fructose resulted in a significant decrease in larval mortality and a general trend of enhanced female and male larval growth rate and pupal weight. Larval mortality on terpenes alone was not significantly different from the control, but terpenes with 6% galactose increased larval mortality and decreased female and male growth rate and pupal weight significantly when compared to glucose-terpene and fructose-terpene diets. No significant interactions were found between carbohydrates and terpenes in either experiment.
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    Field tests of syntheticManduca sexta sex pheromone (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 579-591 
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    ISSN: 1573-1561
    Keywords: Aldehydes ; formulation ; 10,12-hexadecadienal ; 10,12,14-hexadecatrienal ; moth ; Manduca sexta ; Lepidoptera ; Sphingidae ; tobacco hornworm ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In field experiments traps were baited with live females or with a two-, four-, or eight-component blend of the 16-carbon aldehydes previously identified as components of the sex pheromone emitted by femaleManduca sexta moths. The blends were formulated on rubber septa. Traps baited with a blend of all eight aldehydes captured moreM. sexta males than any other treatment. Septa loaded with 600 μg of the eight-component blend were attractive to males for about seven days in the field. Septa loaded with the eight-component blend and stored in a refrigerator at 4°C for a year released the conjugated diene and triene aldehydes at the same rate as freshly prepared septa and were equally attractive in the field.
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    Mating disruption of pea mothCydia nigricana F. (lepidoptera: Tortricidae) by a repellent blend of sex pheromone and attraction inhibitors (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 871-887 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; attraction inhibitor ; behavioral antagonist ; mating disruption ; air permeation ; field EAG ; Cydia nigricana ; Tortricidae ; Lepidoptera ; pea moth ; (E,E)-8,10-dodecadien-1-yl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Synthetic sex pheromone of the pea mothCydia nigricana, (E,E)-8,10-dodecadien-1-yl acetate (E8,E10–12: Ac), was applied in polyethylene dispensers at a rate of 30 g/ha and 600 dispensers/ha in a 0.6-ha pea field. The release rate ofE8,E10–12: Ac was 140 mg/ha/day after six days, and 82 mg/ha/day after 20 days. Aerial concentrations ofE8,E10–12: Ac, as measured by a portable EAG apparatus, ranged from 2 ± 2 to 7 ± 3 ng/m3. The antennal signal was high and rather constant within pea canopy, but was lower and fluctuated strongly above canopy. Initially, 〉99% isomerically pureE8,E10–12: Ac was released, and male moths were attracted to dispensers. After nine days, isomeric blend composition had equilibrated to approx. 92%E8,E10–12: Ac and 8% of the inhibitory isomersE,Z-,Z,E-, andZ8,Z10–12: Ac. Males were then repelled from the pheromone-permeated field. Traps baited with 100 µgE8,E10–12: Ac caught 258 ± 133C. nigricana males/trap in the control, but no males at all in the disruption field.
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    Influence of cnicin, a sesquiterpene lactone ofCentaurea maculosa (Asteraceae), on specialist and generalist insect herbivores (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 929-942 
    Details
    ISSN: 1573-1561
    Keywords: Centaurea maculosa ; sesquiterpene lactone ; cnicin ; host-plant selection ; oviposition behavior ; antifeedant ; attractant ; Spodoptera littoralis ; Agapeta zoegana ; Stenodes straminea ; Pterolonche inspersa ; Lepidoptera ; Noctuidae ; Cochylidae ; Pterolonchidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sesquiterpene lactone cnicin was extracted fromCentaurea maculosa andCentaurea vallesiaca. We examined its effects on the ovipositional response and larval development of generalist and specialist insect herbivores associated withC. maculosa. For the oviposition trials, three plant species (C. maculosa, Achillea millefolium, andCichorium intybus), half of which were sprayed with 3% of cnicin, were exposed to the specialist mothsStenodes straminea, Agapeta zoegana, andPterolonche inspersa in field cages. All three species significantly preferredC. maculosa to other plants andP. inspersa significantly preferred cnicin-sprayed plants to untreated plants for oviposition. Tested over all species, cnicin significantly increased the number of eggs laid on a given plant. A larval diet test examined the toxicity of cnicin for larvae of the generalist noctuid mothSpodoptera littoralis. Cnicin concentrations of 3% and 6% were lethal and 1% and 0.5% seriously inhibited growth and development. The larvae of theC. maculosa specialistStenodes straminea survived at 6% cnicin, but none of the pupae hatched.Agapeta zoegana was able to survive at 1% and 3% cnicin. Both specialists had difficulties with the artificial diet, but weight increase and survival was not further reduced when cnicin was present compared with on the control diet. In conclusion, cnicin influenced host recognition by the specialist species, and larvae of the generalist did not survive on natural levels of cnicin. Growth and survival of the specialist were not influenced by cnicin but were considerably hampered on artificial diet.
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    Relative activities of glucosinolates as oviposition stimulants forPieris rapae andP. napi oleracea (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1025-1037 
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    ISSN: 1573-1561
    Keywords: Pieris rapae ; Pieris napi oleracea ; Lepidoptera ; Pieridae ; oviposition ; stimulants ; glucosinolates
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The relative activities of 10 glucosinolates in stimulating oviposition byP. rapae andP. napi oleracea were compared under the same conditions. When tested at the same concentration, the structurally different glucosinolates stimulated both butterfly species to widely varying degrees. In most cases,P. rapae was more sensitive to aromatic and indole glucosinolates than to aliphatic representatives. This species responded even less to alkyl thio and sulfinyl glucosinolates. However,P. napi oleracea responded strongly to these aliphatic and sulfur-containing members of the group, and the relative activities of aromatic and aliphatic glucosinolates did not show a clear pattern for this species.P. napi oleracea was much more sensitive to low concentrations of sinigrin than wasP. rapae. The threshold concentration for response ofP. napi oleracea to sinigrin was 10−8 M, which was 100 times lower than forP. rapae, butP. rapae was more sensitive thanP. napi oleracea to changes in glucosinolate concentrations. For bothPieris species, an optimal concentration was reached, above which the response remained constant or tended to decrease.
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    Plant-natural enemy association in the tritrophic system,Cotesia rubecula-Pieris rapae-brassiceae (cruciferae): I. Sources of infochemicals (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1725-1734 
    Details
    ISSN: 1573-1561
    Keywords: Cotesia rubecula ; Hymenoptera ; Braconidae ; Lepidoptera ; Pieridae ; Plutellidae ; Pieris rapae ; Brassica oleracea ; Plutella xylostella ; Phaselus vulgaris ; Geranium molle ; tritrophic interactions ; infochemicals ; volatiles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The role of airborne infochemicals in host selection by the parasitoidCotesia rubecula (Marshal) (Hymenoptera: Braconidae) was examined in a wind tunnel. To elucidate the role of volatile chemicals in attractingC. rubecula to cabbage infested by the host [Pieris rapae L. (Lepidoptera: Pieridae)], the potential sources of volatiles related toP. rapae infestation on cabbage were tested individually. The responses of females to nonhost plant species, bean and geranium, as well as to frass of a nonhost lepidopteran were also examined.C. rubecula was attracted to cabbage previously infested byP. rapae and to frass and regurgitate ofP. rapae. No attraction was observed to larvae ofP. rapae alone. Females were also attracted to mechanically damaged cabbage, cabbage previously infested byPlutella xylostella L. (Lepidoptera: Plutellidae) (a nonhost lepidopteran herbivore), and cabbage previously infested by snails (a nonhost, noninsect herbivore). Intact cabbage, bean, and geranium plants elicited no attraction. A low frequency of attraction was observed to mechanically damaged bean and geranium. Attraction was also observed to frass ofP. xylostella. Volatiles from cabbage related to damage, and volatiles from frass and regurgitate of the host seem to play an important role in guidingC. rubecula to plants infested by its host.
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    Plant-natural enemy association in the tritrophic systemCotesia rubecula-Pieris rapae-brassicaceae (cruciferae): II. Preference ofC. rubecula for landing and searching (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1735-1748 
    Details
    ISSN: 1573-1561
    Keywords: Cotesia rubecula ; Hymenoptera ; Braconidae ; Lepidoptera ; Pieridae ; Plutellidae ; Pieris rapae ; Plutella xylostella ; Helix aspera ; Brassica oleracea ; Phaseolus vulgaris ; tritrophic interactions ; synomones ; infochemicals
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The responses of the parasitoidCotesia rubecula to differently damaged cabbages were recorded during a series of choice tests. To determine if flyingC. rubecula can discriminate differences in the blend of volatiles emitted by cabbages damaged by different causes and how plant volatiles released from a distant source affect the searching behavior ofC. rubecula once searching on a plant, wasps were presented with a choice of plants located one behind the other and separated by a distance of 15 cm. The sources of damage were: cabbage damaged by the host (Pieris rapae), by a nonhost lepidopteran herbivore (Plutella xylostella), by a nonhost, noninsect herbivore (snail), and by mechanical means. The results showed that the site of first landing and the time spent searching on the leaves was influenced by the type of damage inflicted on plants. Wasps preferred to land on cabbages damaged by host and nonhost species of Lepidoptera over those damaged by snails and mechanical means. No preference was observed for first landing between cabbages damaged by the two species of Lepidoptera or between cabbages damaged by snails and mechanical means. Cabbage damaged byP. rapae was searched most intensively, followed by cabbage damaged byP. xylostella, cabbage damaged by snails, and cabbage damaged by mechanical means.C. rubecula differentiates between the volatile blends emitted by differently damaged cabbages, and it is attracted to volatiles related to recent lepidopteran damage. Wasps searched longer on freshly damaged than on leaves with older damage.
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    Chemical composition of North American bee propolis and biological activity towards larvae of greater wax moth (Lepidoptera: Pyralidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1783-1791 
    Details
    ISSN: 1573-1561
    Keywords: Galleria mellonella ; Apis mellifera ; Pyralidae ; Apidae ; Lepidoptera ; Hymenoptera ; greater wax moth ; honeybee ; propolis ; plant resins ; phenolics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Bee propolis is a sticky amalgamation of plant resins collected by honeybees (Apis mellifera L.) and used in the hive for filling cracks and repairing combs. Propolis contains a diversity of compounds of plant origin, and is reported to have medicinal, antimicrobial, insecticidal, and phytotoxic properties. We examined the physical and chemical composition of North American samples of bee propolis from several sites in North America and tested for bioactivity against larvae of the greater wax moth (Galleria mellonella L.), a common apiary pest. The amount of methanol-extractable resin in samples from Ohio and Georgia ranged from 24% to 79% by weight. Propolis collected from hives in Ohio was more chemically diverse (over 30 compounds detected by paper chromatography) than material from south Georgia (fewer than 10 major compounds) and contained a lower proportion of methanol-insoluble beeswax. The paper chromatographic surveys revealed little variation in the chemical profile of specific hives over a six-month period and no differences between propolis from adjacent hives. Four flavonoids were identified from propolis collected in Ohio: kaempferol, galangin, 3,3′-dimethoxyquercetin and 3-methoxykaempferol. When mixed into artificial diet, fractionated propolis reduced larval growth of the greater wax moth, but not dramatically. An array of phenolics reported from propolis (caffeic acid, chrysin, ferulic acid, galangin, kaempferol, and quercetin) were bioassayed individually for effects on larvae, but none reduced larval growth at the concentrations tested, suggesting that wax moths are tolerant of some phenolics in their diet.
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    URL: http://dx.doi.org/10.1007/BF02059899
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    Plant-natural enemy association in tritrophic system,Cotesia rubecula-Pieris rapae-brassicaceae (Cruciferae). III: Collection and identification of plant and frass volatiles (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1955-1967 
    Details
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Lepidoptera ; Pieridae ; Plutellidae ; Plutella xylostella ; Cotesia rubecula ; Hymenoptera ; Braconidae ; Brassica oleracea capitata ; infochemicals ; plant volatiles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract To elucidate the identity of the volatile compounds that could be involved in the searching behavior of the parasitoidCotesia rubecula Marshall (Hymenoptera: Braconidae), the volatiles released by cabbage and frass of Lepidoptera feeding on cabbage were collected and analyzed using a gas chromatograph-mass spectrometer. The volatiles emitted by intact cabbage were α-pinene, β-pinene, myrcene, 1,8-cineole,n-hexyl acetate,cis-3-hexen-1-yl acetate, and dimethyl trisulfide. Mechanical damage on an intact plant induced the release of two more compounds,trans-2-hexenal and 1-methoxy-3-methylene-2-pentanone. Current feeding by larvae ofPieris rapae L. (Pieridae) induced the plant to release all the compounds released after mechanical damage and additionally 4-methyl-3-pentenal and allyl isothiocyanate. Current feeding by larvae ofPlutella xylostella L. (Plutellidae) induced the plant to release all the compounds present after mechanical damage and additionally allyl isothiocyanate. The volatiles emitted after feeding by the lepidopterans had ceased were the same as those emitted by cabbage damaged by mechanical means. The blend of volatiles emitted by frass was comprised of plant chemicals, mainly sulfur compounds. Frass ofP. rapae emitted allyl isothiocyanate, methyl isothiocyanate, methyl propyl sulfide, dimethyl trisulfide,S-methyl methane thiosulfinate, 4-methyl-3-pentenal,trans-2-hexenal, and 2,3-dihydro-4-methyl furan. Frass ofP. xylostella emitted only dimethyl trisulfide andS-methyl methane thiosulfinate. The blend of volatiles emitted by frass is herbivore-species specific.
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    Tannin sensitivity in larvae ofMalacosoma disstria (Lepidoptera): Roles of the peritrophic envelope and midgut oxidation (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1985-2001 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Lasiocampidae ; Malacosoma disstria ; Orgyia leucostigma ; larva ; tannin ; tannic acid ; peritrophic membrane ; oxidation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Final-instarMalacosoma disstria fed artificial diets containing tannic acid develop lethal pupal deformities. We examined some of the factors potentially underlying tannin sensitivity in this species, including the permeability of the peritrophic envelope to tannic acid and the chemical fate of tannic acid in the gut. Tannic acid does not penetrate the peritrophic envelope ofM. disstria, demonstrating that the containment of tannic acid within the endoperitrophic space is not sufficient to protect an insect herbivore from the adverse effects of ingested tannins. Ingested tannic acid undergoes extensive chemical modification in the midgut. Only 19–21 % of the high molecular weight components of the tannic acid ingested was recovered in the frass. Of two possible chemical fates of ingested tannic acid, oxidation is the predominant chemical transformation, whereas little hydrolysis occurs. Measurements of gut redox parameters showed that conditions in the midgut favor the oxidation of phenols. However, similar conditions occur in the midguts ofOrgyia leucostigma, in which no oxidation occurs. Therefore, oxidizing gut redox conditions do not necessarily lead to polyphenol oxidation in lepidopteran larvae. We conclude that the sensitivity ofM. disstria to ingested tannins is a consequence of their oxidation in the midgut.
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    Analysis, isolation and insecticidal activity of linear furanocoumarins and other coumarin derivatives fromPeucedanum (Apiaceae: Apioideae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2035-2054 
    Details
    ISSN: 1573-1561
    Keywords: Apiaceae ; Peucedanum ; Lepidoptera ; Noctuidae ; Spodoptera littoralis ; HPLC ; preparative isolation ; furocoumarins ; furanocoumarins ; pyranocoumarins ; growth inhibition ; dietary utilization ; plant chemical diversity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Peucedanum arenarium Waldst. & Kit.,P. austriacum (Jacq.) Koch,P. coriaceum Reichenb.,P. longifolium Waldst. & Kit,P. officinale L.,P. oreoselinum (L.) Moench,P. ostruthium L., andP. palustre (L.) Moench accumulate different structural types of coumarins including simple coumarins, linear furanocoumarins, linear dihydropyranocoumarins, angular dihydrofuranocoumarins and angular dihydropyranocoumarins. Linear furanocoumarins, known for various biological activities, include some well-known antifeedants, such as bergapten, isopimpinellin, and xanthotoxin. The aim of this investigation was to screen the diverse coumarins fromPeucedanum for insecticidal activity. LC was used to analyze and isolate coumarins for the bioassays. A growth inhibition bioassay with 17 derivatives, comprising all structural types fromPeucedanum, carried out withSpodoptera littoralis (Boisduval) (Lepidoptera: Noctuidae) as test organism, indicated the majority of the linear furanocoumarins and the angular dihydrofuranocoumarin athamantin as active compounds. Oxygenation of the prenyl residue of linear furanocoumarins decreased activity. Further formation of an ester with angelic acid even resulted in complete inactivity. Five active linear furanocoumarins, bergapten, isopimpinellin, xanthotoxin, isoimperatorin, and imperatorin, and two linear furanocoumarins with a substituted furan ring, peucedanin and 8-methoxypeucedanin, were compared in a dietary utilization bioassay. Relative growth rate (RGR) and relative consumption rate (RCR) divided the tested coumarins in three groups of similar activity. Isopimpinellin and peucedanin slightly decreased RGR and RCR of the treated larvae, and xanthotoxin, isoimperatorin, and 8-methoxypeucedanin heavily decreased RGR and RCR. Bergapten and imperatorin differed by the lowest RGR values and rather high RCR values. The effects caused by these two coumarins indicate specific postingestive toxicity. The results obtained in this study add to the reputation of coumarins to be an effective chemical defense, postulating that chemical diversity is a necessary trait for well-defended plants.
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    Proximity of release points of pheromone components as a factor confusing males of the spotted stem borer,Chilo partellus, approaching the trap (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2065-2075 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Chilo partellus ; spotted stem borer ; female sex pheromone ; (Z)-11-hexadecenal ; (Z)-11-hexadecen-1-ol ; multicomponent pheromones ; signal integrity ; dispensing technique ; trap efficiency ; proximity effect
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of proximity of the release points of the two pheromone components (Z)-11-hexadecenal and (Z)-11-hexadecen-1-ol of the spotted stem borer,Chilo partellus (Lepidoptera: Pyralidae) on behavior of the males and on trapping efficiency was investigated. Separating the dispensers of the two components in the trap by a mere 3 cm resulted in a threefold decrease in trap performance, compared to very close release of the components. The result is attributed to possible distortion of the pheromone signal, resulting in confused behavior ofC. partellus males in the vicinity of the trap. The ethological and practical implications of the phenomenon are discussed.
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    URL: http://dx.doi.org/10.1007/BF02066243
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    The isothermal crystallization of engineering polymers — POM and PEEK (1994)
    Springer
    Colloid & polymer science 272 (1994), S. 1-16 
    Details
    ISSN: 1435-1536
    Keywords: Polymer crystallization ; kinetics ; modeling ; POM ; PEEK
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
    Notes: Abstract The isothermal crystallization of two engineering polymers — POM and PEEK — was studied, both theoretically and experimentally. The experiments were performed by means of differential scanning calorimetry (DSC) and polarized light optical microscopy (OM). Building on previously developed theoretical formalisms (Avrami/Evans, Hillier and Tobin), a new procedure is presented, based on Tobin's model coupled with a modification of Hillier's calculation technique, to accurately describe the kinetics and mechanism of the crystallization of polymers from quiescent melts. First, it is shown that Tobin's model alone, without modification, is more accurate than Avrami/Evans model to describe single-mechanism processes, for a wide range of materials and for longer crystallization times, despite having exactly the same nature and number of parameters (the kinetic, nucleation and growth rate-related, parameterK and the dimensionalityn). Then, Hillier's formalism is modified and combined with Tobin's model, to accurately predict the kinetics of dual mechanism crystallization processes; a clear contrast is drawn with Hillier's Avrami-based, original procedure which uses the same number and nature of parameters, but cannot adequately predict the experimental behavior. The parameter values predicted by the model(s) and procedure presented in this work are all given, are then physically interpreted and, in the case of POM, related to independent morphological observations by polarized light optical microscopy. They are also consistent with electron microscopy observations made by other authors on the detailed morphology of the spherulitic crystallization of polymers.
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    Degradation of the Antiarthritic Prodrug, 3-Carboxy-5-methyl-N-[4-(trifluoromethoxy)phenyl]-4-isoxazolecarboxamide, in Aqueous Solution (1994)
    Springer
    Pharmaceutical research 11 (1994), S. 345-348 
    Details
    ISSN: 1573-904X
    Keywords: kinetics ; decarboxylation ; leflunomide ; deacetylation ; dissociation constant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
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    URL: http://dx.doi.org/10.1023/A:1018940415770
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    Sequestration of host-plant-derived flavonoids by lycaenid butterflyPolyommatus icarus (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2523-2538 
    Details
    ISSN: 1573-1561
    Keywords: Polyommatus icarus ; Lepidoptera ; Lycaenidae ; Coronilla varia ; Medicago sativa ; Fabaceae ; flavonoids ; sequestration ; plant-insect interactions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Larvae of the lycaenid butterflyPolyommatus icarus were reared on inflorescences ofCoronilla varia andMedicago sativa, which are rich in flavonoids. Twelve different flavonoids (five compounds from the former and nine from the latter), including aglycones andO-glycosides of kaempferol, quercetin, and myricetin were isolated and identified by spectroscopic means. NMR and MS data for the new acylated glycoside kaempferol 3-O-6″-(3-hydroxy-3-methylglutaroyl)-β-d-glucopyranoside are reported. Comparative HPLC analysis of the respective host plants and of larvae, pupae, and imagines ofP. icarus indicated selective uptake and accumulation of kaempferol vs. quercetin and myricetin derivatives. The latter were excreted largely unchanged through the feces. Irrespective of the larval host plant kaempferol 3-O-glucoside was found as the major flavonoid in larvae, pupae, and imagines ofP. icarus, accounting for approximately 83–92% of all soluble flavonoids in adult butterflies. Within the imagines, approximately 80% of all flavonoids are stored in the wings (especially in the orange submarginal lunules), whereas the remaining 20% reside in the bodies. Feeding experiments with artificial diet demonstrated that the insects are able to form kaempferol 3-O-glucoside by glucosylation of dietary kaempferol. Possible functions of the sequestered flavonoids, especially for mate recognition ofP. icarus, are discussed.
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    Changes in pheromone titer of oblique-banded leafroller,Choristoneura rosaceana, virgin females as a function of time of day, age, and temperature (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 45-69 
    Details
    ISSN: 1573-1561
    Keywords: Pheromone titer, (Z)- and (E)-11-tetradecenyl acetate ; (Z-11-tetradecenol ; age ; time of day ; constant and fluctuating temperature ; Choristoneura rosaceana ; oblique-banded leafroller ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Under a 16:8 hr light-dark photoperiod and 20†C constant temperature, the titers of (Z)-11-tetradecenyl acetate (Z11–14:Ac), (E)-11-tetradecenyl acetate (E11–14:Ac) and (Z)-11-tetradecenol (Z11–14:OH) produced by different-agedChoristoneura rosaceana virgin females varied significantly during the scotophase, with the maximum titer occurring before the onset of calling in day-0 and day-3 females, while in day-5 females the titer remained constant throughout the calling period. There was a significant decrease in the titer of all pheromone components with age, explaining the lesser attractiveness of day-5 females relative to day-0 and day-3 females observed in the field. Under a cold thermocycle simulating condition during the second flight period in the fall, the titers of all pheromone components did not vary with time of day. There was a significant decrease in the amount ofZ11–14:Ac with age but no changes occurred in the minor components. Furthermore, for any given age tested, the amount of each component produced during the period of maximal calling activity remained relatively similar at the two temperature regimes. However, as with the expression of calling behavior, pheromone production was initiated earlier at cooler than at warmer temperatures. At both temperature regimes, female age and time of day influenced the ratio of each pheromone component. These results are discussed in relation to the hypothesis that by calling earlier, less attractive older females may increase their probability of mating.
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    Effect of temperature on biosynthesis of sex pheromone components in potato tuberworm moth,Phthorimaea operculella (Lepidoptera: Gelechiidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2733-2741 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; pheromone components ratio ; (E,Z,Z)-4,7,10-tridecatrienyl acetate ; (E,Z)-4,7-tridecadienyl acetate ; rearing temperature ; Lepidoptera ; Gelechiidae ; potato tuberworm moth ; Phthorimaea operculella
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Rearing temperature modified the sex pheromone component ratio in the potato tuberworm moth,Phthorimaea operculella. This phenomenon seemed to be induced with ambient temperature by differences in timing and speed of biosynthesis between two pheromone components. (E,Z,Z)-4,7,10-Tridecatrienyl acetate (triene) was mainly synthesized during the pupal period, while most of (E,Z)-4,7-tridecadienyl acetate (diene) was synthesized during a short period just after emergence. Therefore, the ratio of triene in a newly emerging adult was relatively high at all temperatures although the amount of triene was relatively low at 35°C. On the other hand, the synthetic rate of accumulation of diene was clearly modified by ambient temperature. Biosynthesis of diene at 15°C was very low in the first two days and high in the third day. Consequently, a titer of the diene component at 15°C became approximately equivalent to that at 25°C one day later.
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    Stereochemical inversion of pyrrolizidine alkaloids byMechanitis polymnia (Lepidoptera: Nymphalidae: Ithomiinae): Specificity and evolutionary significance (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2883-2899 
    Details
    ISSN: 1573-1561
    Keywords: Pyrrolizidine alkaloids ; Lepidoptera ; Nymphalidae ; Ithomiinae ; Mechanitis polymnia ; stereochemical inversion ; epimerization ; evolution of PA acquisition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pyrrolizidine alkaloids (PAs), acquired by adults or larvae of Danainae and Ithomiinae butterflies and Arctiidae moths from plants, protect these lepidopterans against predators and are biosynthetic precursors of male sex pheromones. The investigation of PAs in many species of wild-caught adults of Ithomiinae showed lycopsamine (1) [(7R)-OH, (2′S)-OH, (3′S)-OH] as the main alkaloid. In incorporation experiments, PA-free (freshly emerged) adults of the ithomiineMechanitis polymnia were fed seven PAs: lycopsamine and four of its known natural stereoisomers—indicine (2) [(7R)-OH, (2′R)-OH, (3′S)-OH], intermedine (3) [(7R)-OH, (2′S)-OH, (3′R)-OH], rinderine (4) [(7S)-OH, (2′S)-OH, (3′R)-OH], and echinatine (5) [(7S)-OH, (2′S)-OH, (3′S)-OH], and two PAs without the 7-OH: supinine (6) [(2′S)-OH, (3′R)-OH] and amabiline (7) [(2′S)-OH, (3′S)-OH]. Males epimerized PAs 3, 4, and 5 mainly to lycopsamine (1). Females fed these same three PAs changed a smaller proportion to lycopsamine; their lesser capacity to modify PAs corresponds to their normal acquisition of already transformed PAs from males during mating rather than through visits of adults to plant sources of PAs. The alkaloids1 and2, both 7R and 3′S, were incorporated without or with minimum change by males and females. Feeding experiments with6 and7 (males only) showed an inversion at the 3′ center of6 and no change in7. The inversion from 7S to 7R (probably via oxyreduction) may be closely related to the evolution of acquisition of PAs by butterflies and moths. Two hypotheses are discussed: (1) The ancestral butterflies are probably adapted to tolerate, assimilate, and use (7R)-PAs (most common in plants; all widespread 1,2-unsaturated macrocyclic PA diesters show this configuration). The development of (7R)-PA receptors in the butterflies could lead to a specialization on this configuration in two ways: to help find PA plants and to utilize these components in sexual chemical communication. A later appearance of (7S)-PAs in plants could have selected an enzymatic system for the inversion of this chiral center in order to continue producing (7R)-PA-derived pheromones. (2) The inversion would be due to the evolution of a enzyme system specialized in the transport of (7R)-PAs to the integument; the failure of this system to carry (7S)-PAs led to an enzymatic system to invert them to transportable (7R)-PAs. In this case, the 7R configuration is an effect and not a cause of (7R)-PA-derived pheromones. In both hypotheses, the partial inversion of the 3′-asymmetric center, when the butterfly was fed intermedine (3), rinderine (4), and supinine (6), could be fortuitous due to the conformation of the molecule and/or the enzymatic system.
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    Effects of host plant,Gossypium hirsutum L., on sexual attraction of cabbage looper moths,Trichoplusia ni (Hübner) (Lepidoptera: Noctuidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2959-2974 
    Details
    ISSN: 1573-1561
    Keywords: Cabbage looper ; Trichoplusia ni ; Lepidoptera ; Noctuidae ; pheromone ; kairomone ; attractants ; host finding ; (S)-(+)-linalool
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Unmated female or male cabbage looper moths,Trichoplusia ni (Hübner), were attracted more often in a flight tunnel to a cage with moths of the opposite sex and a bouquet of cotton foliage. Increased sexual attractiveness of females with plants may be a result of stimulation of pheromone release in response to plant odor, since more males were attracted when odor of cotton foliage was passed over females than when odor of females was passed over cotton foliage before venting into the flight tunnel. Increased sexual attractiveness of males with plants is due in part to host odor enhancement of female attraction to male pheromone, since more females were attracted to synthetic male pheromone (a blend of enantiomers of linalool and isomers of cresol) and a cotton leaf extract than were attracted to male pheromone alone. A short synthesis procedure was developed for (S)-(+)-linalool, the major component of the male sex pheromone, isolated from hair pencils, used in these tests.
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    Moth responses to selectively fluorinated sex pheromone analogs (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 2705-2719 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Ostrinia nubilalis ; 11-tetradecenyl acetate ; (Z)-14-fluoro-11-tetradecenyl acetate ; (Z)-14,14,14,-trifluoro-11-tetradecenyl acetate ; pheromone analogs ; fluorinated analogs
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Partially fluorinated analogs of the European corn borer (Ostrinia nubilalis) female sex pheromone, 11-tetradecenyl acetate (97:3Z:E), having mono- and trifluorsubstitutions at the terminal carbon of the pheromone chain, mimicked the biological activity of the pheromone, while analogs with fluorine at either side of the double bond and a pentafluoro analog were essentially inactive. Comparison of the pheromonal activity of these analogs with the previously reported activity of similarly fluorinated pheromones in five other species of moths revealed an unpredictable relationship between fluorine substitution pattern and pheromone-mimicking activity. Fluorine substitution patterns that rendered pheromonal analogs biologically inactive in the European corn borer had no detrimental influence upon pheromonal activity in other species and the converse was also true. This is evidence that the relative importance of electronic qualities of sites within a pheromone molecule differ from species to species. Furthermore, it indicates that the biochemical components (pheromone receptor proteins, binding proteins, and enzymes) that make up moth olfactory chemosensory systems must also vary structurally from species to species, despite the fact that they are involved in olfactory sensing of compounds having very similar chemical structure.
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    Chiral esters: Sex pheromone of the bagworm,Oiketicus kirbyi (Lepidoptera: Psychidae) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 3083-3096 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Psychidae ; Oiketicus kirbyi ; bagworm ; sex pheromone ; pheromone chirality ; 1-methylbutyl octanoate ; 1-methylbutyl non-anoate ; 1-methylbutyl decanoate ; 1-methylbutyl dodecanoate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Gas chromatographic-electroantennographic detection (GC-EAD) analyses of pheromone extract of female bagworms,Oiketicus kirbyi (Guilding), revealed five EAD-active compounds. Retention index calculations, GC-mass spectrometry in both full-scan and selected-ion monitoring modes and GC-EAD analyses of authentic standards identified the compounds as 1-methylbutyl octanoate (MBO), 1-methylbutyl nonanoate (MBN), 1-methylbutyl decanoate (MBD), 1-methylpentyl decanoate (MPD), and 1-methylbutyl dodecanoate (MBDD). Of these five chiral esters, MBD was most abundant in extracts and elicited the strongest antennal response. In field experiments in Costa Rica, (R)-MBD attractedO. kirbyi males, whereas (S)-MBD in combination with (R)-MBD inhibited response.R but notS enantiomers of MBO, MBN, and MBDD strongly synergized attraction to (R)-MBD. (S)-MBO and (S)-MBDD were inactive, whereas (S)-MBN was inhibitory. (R)-, (S)- and racemic MPD were inactive. Blends of (R)-MBD in ternary combination with either (R)-MBO and (R)-MBN or (R)-MBN and (R)-MBDD were as attractive as the five-ester blend. Five- and four-ester blends were equally attractive, suggesting redundancy of pheromone components for attraction of males. The multiple sex pheromone component blend of chiral esters inO. kirbyi may have evolved to maintain species-specific communication in bagworm communities of tropical Americas.
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    Potential role of lipoxygenases in defense against insect herbivory (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 651-666 
    Details
    ISSN: 1573-1561
    Keywords: Helicoverpa zea ; Lepidoptera ; Noctuidae ; lipoxygenase ; lipid peroxidation ; resistance ; herbivory ; soybean ; tomato ; cotton ; oxidative stress ; induced defense
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The potential role of the plant enzyme lipoxygenase in host resistance against the corn earwormHelicoverpa zea was examined. Lipoxygenase is present in most of the common host plants ofH. zea, with highest activity in the leguminous hosts such as soybean and redbean. Treatment of dietary proteins with linoleic acid and lipoxygenase significantly reduced the nutritive quality of soybean protein and soy foliar protein. Larval growth was reduced from 24 to 63% depending upon treatment. Feeding byH. zea on soybean plants caused damage-induced increases in foliar lipoxygenase and lipid peroxidation products. Larvae feeding on previously wounded plant tissue demonstrated decreased growth rates compared to larvae feeding on unwounded tissue. Midgut epithelium from larvae feeding on wounded tissues showed evidence of oxidative damage as indicated by significant increases in lipid peroxidation products and losses in free primary amines. The potential role of oxidative and nutritional stress as a plant defensive response to herbivory is discussed.
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    Nature and role of sexual pheromones emitted by males ofAcrolepiopsis assectella (LEP.) (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1571-1581 
    Details
    ISSN: 1573-1561
    Keywords: Male sex pheromone ; n-alkanes ; leek moth ; Lepidoptera ; Acrolepiidae ; hair-pencils ; gas chromatography-mass spectrometry ; gas chromatography-FT-IR ; female arrestant ; acceptance posture
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Seven compounds that do not exist in the extracts from legs of males have been isolated in the hair-pencil extracts of maleAcrolepiopsis assectella. By combining techniques of GC-MS and GC-FT-IR, six of these compounds have been identified. They are sixn-alkanes: hexadecane (C16), heptadecane (C17), octadecane (C18), nonadecane (C19), eicosane (C20), and heneicosane (C21). Twelven-alkanes of the homologous series, from the C14–C25 compounds were presented to virgin females, mated females, and males. At the end of the scotophase, four of then-alkanes (C16, C17, C19, C21) present in the hair-pencil extract induced the virgin females to adopt the acceptance posture after having induced the virgin females to remain stationary. The two othern-alkanes (C18 and C20) present in the extract have less effect on the females similar to then-alkanes not present in the males. The blends tested do not seem to indicate any synergy between the most active compounds. The threen-alkanes with an odd number of carbons and the C16 compound would thus be the principle components of the male pheromone ofA. assectella. As well as their role of female aphrodisiac, they tend to make males and fertilized females flee.
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    Differential toxicity of juglone (5-hydroxy-1,4-naphthoquinone) and related naphthoquinones to saturniid moths (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1631-1641 
    Details
    ISSN: 1573-1561
    Keywords: 1,4-Naphthoquinone ; allelochemical toxicity ; detoxification ; plant-insect interaction ; Lepidoptera ; Saturniidae ; Actias luna ; Callosamia promethea ; juglone ; plumbagin ; menadione ; lawsone ; quinones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The preferred hosts of the saturniid mothActias luna include members of the Juglandaceae, whose foliage contain the toxin juglone (5-hydroxy-1,4-naphthoquinone). The performance ofActias luna andCallosamia promethea was compared when fourth-instar larvae of each were fed birch foliage, a mutually acceptable food plant, or birth supplemented with 0.05% (w/w) juglone.A. luna fed juglone exhibited no changes in developmental time or mortality compared to a diet without juglone. In contrast, juglone-supplemented diets, when fed toC. promethea, caused negative growth rate, and a 3.6-fold decrease in consumption rate. The performance ofA. luna also was compared on birch and walnut; larvae developed and grew more rapidly on an all-walnut vs. an all-birch diet. To examine the effect of 1,4-naphthoquinone structure onA. luna survival, first instars were fed on birch supplemented with varying concentrations of juglone (J), menadione (M), plumbagin (P), or lawsone (L). In diets supplemented at 0.05% (w/w), none of the compounds produced effects significantly different from controls. In diets supplemented at 0.5% (w/w), the treatments produced significant toxic effects in the order P〉M=L〉J for mortality, and P〉L〉M=J for increased developmental time. Late-instarA. luna are clearly resistant to juglone compared toC. promethea, and early-instarA. luna are resistant to several related 1,4-naphthoquinones. These results suggest a chemical basis for host choice among saturniids. In addition, the luna-walnut system may be a valuable model for studying quinone detoxication.
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    Plant response to eggs vs. Host marking pheromone as factors inhibiting oviposition byPieris brassicae (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 1657-1665 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pieridae ; Pieris brassicae ; Host Marking Pheromone ; Cruciferae ; Brassica oleracea ; induction ; oviposition deterrency
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pieris brassicae L. butterflies secrete miriamides onto their eggs. These avenanthramide alkaloids are strong oviposition deterrents when sprayed onto a cabbage leaf. However, these compounds could not be detected in cabbage leaves from which egg batches had been removed two days after deposition and that still showed oviposition deterrency. It was concluded that the miriamides were not directly responsible for the avoidance by females of occupied leaves while searching for an oviposition site. Evidence was obtained that cabbage leaves themselves produce oviposition deterrents in response to egg batches. Fractions containing potent oviposition deterrents could be isolated from surface extracts of leaves from which previously laid egg batches had been removed. The term host marking pheromone that was used previously is not applicable in this case.
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    Thermal decomposition of 1-ethyl-5-iodotetrazole (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 1812-1815 
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    ISSN: 1573-9171
    Keywords: kinetics ; mechanism ; thermolysis ; 1-ethyl-5-iodotetrazole ; mass spectrometry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The thermal decomposition of 1-ethyl-5-iodotetrazole in a melt and in solutions was studied using thermogravimetry, manometry, pyrolytic mass spectrometry, and IR spectroscopy. The kinetic and activation parameters of the process and the nature of the decomposition products were determined. The reaction mechanism is assumed to involve equilibrium tautomeric rearrangement of the tetrazole to azidoazomethine form followed by homolytic cleavage of the C-I bond.
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    Effect of the nature of the cation in 2,6-di-tert-pentylphenolates on the kinetics and mechanism of the reaction of 2,6-di-tert-pentylphenol with methyl acrylate (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 769-773 
    Details
    ISSN: 1573-9171
    Keywords: 2,6-di-tert-pentylphenol, methyl acrylate, Na and K cations ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The nature of the cation (K or Na) in 2,6-di-tert-pentylphenolates (ArOK or ArONa) affects the kinetics of the reaction of 2,6-di-tert-pentylphenol (ArOH) with methyl acrylate. This is associated with the ability of ArONa to replace the cation with a proton during interaction with methyl 3-(4-hydroxy-3,5-di-tert-pentylphenyl)propionate (HOArAlkOMe) to form a more efficient catalyst, sodium 4-(2-methoxycarbonylethyl)-2,6-di-tert-pentylphenolate (NaOArAlkOMe). Two different kinetic schemes, which describe the kinetics of the consumption of ArOH in the presence of ArOK and ArONa, are proposed. The elemental-stage rate constants are calculated by mathematical simulation of the reaction kinetics with consideration of the features of catalysis in the presence of ArOK and ArONa.
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    A method to determine the relative value of the barriers of carbon chain growth and termination in Fischer-Tropsch synthesis: elementary reaction kinetics for chain growth (1993)
    Springer
    Catalysis letters 19 (1993), S. 93-97 
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    ISSN: 1572-879X
    Keywords: Fischer-Tropsch synthesis ; reaction activation barrier ; carbon chain growth and termination ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A method is established, by which the difference of the reaction activation barriers of carbon chain growth and termination in Fischer-Tropsch (FT) synthesis can be determined from experiments. A FT synthesis is carried out on Fe/Zn catalyst. We apply the method to analyze the experimental result and obtain the difference of reaction activation barriers of carbon chain growth and termination of α-olefins on the catalyst.
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    The polymerization of sickle hemoglobin in solutions and cells (1993)
    Springer
    Cellular and molecular life sciences 49 (1993), S. 110-117 
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    ISSN: 1420-9071
    Keywords: Polymerization ; sickle hemoglobin ; sickle cell disease ; kinetics ; thermodynamics ; polymer domains ; nucleation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract The polymerization of sickle hemoglobin occurs by the same mechanisms in solutions and in cells, and involves the formation of 14 stranded fibers from hemoglobin molecules which have assumed a deoxy quaternary structure. The fibers form via two types of highly concentration-dependent nucleation processes: homogeneous nucleation in solutions with hemoglobin activity above a critical activity, and heterogeneous nucleation in similarly supersaturated solutions which also contain hemoglobin polymers. The latter pathway is dominant, and creates polymer arrays called domains. The individual polymers bend, but also cross-link, and the resulting mass behaves as a solid. The concentration of polymerized hemoglobin increases exponentially unless clamped by rate limiting effects such as oxygen delivery.
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    Hormonal control of pheromone responsiveness in the male black cutwormAgrotis ipsilon (1993)
    Springer
    Cellular and molecular life sciences 49 (1993), S. 721-724 
    Details
    ISSN: 1420-9071
    Keywords: Lepidoptera ; Noctuidae ; Agrotis ipsilon ; black cutworm ; juvenile hormone ; allatectomy ; pheromone reception ; sexual behaviour ; tenoxycarb ; KK-42
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract In Lepidoptera, reproduction is linked to chemical communication between conspecific partners. When exposed to the female sex pheromone, males respond by exhibiting typical sexual behaviour which leads to mating. Here we show that presence of the juvenile hormone producing gland (corpora allata) of the male black cutworm,Agrotis ipsilon, is necessary for pheromone responsiveness. Allatectomized males do not show any sexual behaviour, although their antennal olfactory system is functional. Allatectomized males implanted with active corpora allata recover full pheromone receptivity. It is suggested that reproductive processes are synchronized in males and females through endocrine control; timing of the mating activity could serve as an adaptive strategy linked to the migratory behaviour of this species.
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    Tangential medulla neurons in the mothManduca sexta. Structure and responses to optomotor stimuli (1993)
    Springer
    Journal of comparative physiology 173 (1993), S. 783-799 
    Details
    ISSN: 1432-1351
    Keywords: Insect vision ; Lepidoptera ; Medulla neurons ; Optomotor stimulation ; Direction selectivity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract InManduca sexta, large tangential cells connect the medulla via the lobula valley (LoV) tract to the midbrain and the contralateral medulla. Tract neurons have been stained and recorded to determine their responses to optomotor stimulation. Neurons in the LoV-tract comprise a physiologically and anatomically heterogeneous population: 1. Motion insensitive medulla tangential (Mt) neurons arise from cell bodies in the ventral rind. Heterolateral cells arborize massively in both medullae and one or both halves of the midbrain. Mt-neurons respond to changes in light intensity. Physiological and anatomical evidence argues for their monocularity and transmission from the medulla on the side of the soma to the central brain and the contralateral medulla. 2. Motion sensitive neurons with cell bodies behind the protocerebral bridge connect the midbrain to the ipsior contralateral medulla. Direction-selective responses are characterized by excitation to motion in the preferred and inhibition in the opposite direction with maxima either in a horizontal or vertical direction. Peak values appear at contrast frequencies of appr. 3/s. The results suggest that these neurons are binocular and relay information from the midbrain to the medulla. They have been labelled as centrifugal medulla tangential (cMt) neurons. The possible roles for tract neurons in visually guided behaviour are discussed.
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    Effect of mineral nutrients on the kinetics of methane utilization by methanotrophs (1993)
    Springer
    Biodegradation 4 (1993), S. 163-170 
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    ISSN: 1572-9729
    Keywords: factorial analysis ; kinetics ; methane ; methanotrophs ; nutrients
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Energy, Environment Protection, Nuclear Power Engineering , Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract The effect of different mineral nutrients on the kinetics of methane biodegradation by a mixed culture of methanotrophic bacteria was studied. The substrate factors examined were ammonia, iron, copper, manganese, phosphate, and sulphide. The presence of iron in the growth medium had a strong effect on the yield coefficient. Yield coefficients up to 0.49 mg protein per mg methane were observed when iron was added at concentrations of 0.10–5.0 mg/l. Iron addition also increased the maximum methane utilization rate. The same effect was observed after addition of ammonium to a medium where nitrate was the only nitrogen source. The observed Monod constant for methane utilization increased with increasing concentration of ammonia. This shows that ammonia is a weak competitive inhibitor as observed by other researchers. Relatively high levels of both ammonia (70 mg/l) and copper (300 µg/l) inhibited the methane degradation, probably due to the toxic effect of copper-amine complexes.
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    Inter-specific avoidance of egg-associated semiochemicals in four tortricids (1993)
    Springer
    Cellular and molecular life sciences 49 (1993), S. 998-1001 
    Details
    ISSN: 1420-9071
    Keywords: Lepidoptera ; Tortricidae ; synomone ; pheromone ; behavior ; oviposition ; Lobesia botrana ; Cydia pomonella ; Cydia molesta ; Eupoecilia ambiguella ; fatty acids ; esters of fatty acids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract Oviposition of four tortricid pests of vineyards (the European grapevine moth and the grape berry moth) and fruit orchards (the codling moth and the oriental fruit moth) is deterred by a blend of straight chain fatty acids and esters of fatty acids that have been identified in the eggs of one of them: the European grapevine moth (EGVM)Lobesia botrana. This is the first evidence of inter-specific recognition of an egg-like signal in moths. We demonstrate that oviposition site selection is influenced by population density, avoidance of deterrent being most important when females are isolated. Inter-specific egg recognition might be an important phenomenon, especially in species competing for a common food resource. We propose the term ‘oviposition regulating synomone’ for molecules and blends that affect the inter-specific spacing of eggs.
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    Bioavailability of controlled release carbamazepine estimated by mixed effect modelling (1993)
    Springer
    European journal of clinical pharmacology 44 (1993), S. 231-235 
    Details
    ISSN: 1432-1041
    Keywords: Carbamazepine ; kinetics ; population pharmacokinetics ; bioavailability ; controlled release ; non-linear model
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Medicine
    Notes: Summary The absorption properties of a conventional tablet of carbamazepine (T) and a controlled release form of carbamazepine (TCR) have been compared using a nonlinear mixed effect model (NONMEM). Plasma carbamazepine concentration data were obtained from an open, steady-state, crossover bioavailability study in which 494 measurements were obtained from 13 patients, with an equal number of samples per patient for each dosage form. The pharmacokinetic model used was a one-compartment open model with first-order absorption and elimination. The objective function was used as a measure of the goodness of fit of the model to the data. Body weight was an important determinant of carbamazepine clearance (CL) but not volume of distribution (V). Accounting for the interindividual variability in volume of distribution did not significantly influence the objective function. Including different rates of absorption (ka) for the two dosage forms resulted in a significant improvement in the objective function, as well as reducing the interindividual variability in the rate of absorption. Adding a parameter for relative bioavailability (f) of TCR improved the objective function statistically, but an unrealistic value for V was obtained, and the absorption and elimination rates appeared to be transposed in the classical “flip-flop” manner. Fixing V to the value obtained before introducing f did not change the objective function and permitted estimation of f without the confounding influence of excessive parameters. The final population parameter estimates (standard error of estimate) were: CL, 0.0522 (0.0019) l·h−1·kg−1; V, 63.7 (FIXED)l; kaT, 0.312 (0.064) h−1; kaTCR, 0.149 (0.016) h−1; f, 1.01 (0.0326); variance (additive) in CL, 0.291 (0.083) (l·h−1·kg−1)2; residual intrasubject error variance (additive), 0.572 (0.082) (mg·l−1)2. The 95% confidence interval of the extent of absorption (f) of 93.6%–107.4% was well within the generally accepted range of ±20%, while the rate of absorption of Tegretol CR was significantly slower than that of Tegretol, as expected for a controlled release product.
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    A new thermobalance for studies of the high-temperature sulphidation of metals and alloys (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 15-20 
    Details
    ISSN: 1572-8943
    Keywords: alloys ; high-temperature sulphidation ; kinetics ; new thermobalane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Es wird ein neue Apparat zur Untersuchung der Hochtemperatur-Sulfidierung von Metallen in H2/H2S Atmosphare beschrieben. Der Unterschied zwischen diesem Apparat und dem fruher benutzten, besteht im Gasdosierungsystem. Wasserstoff reagiert teilweise mit Schwefel, was eine stabile Zusammensetzung des Gasgemisches beim niedrigen Schwefeldampfdruck sichert. Gewichtsmessungen von Metallen und Legierungen konnen in diesem System bei Temperaturen von 1073 bis 1473 K mit einer Genauigkeit von 10−6 g ausgefuhrt werden.
    Notes: Abstract A new thermogravimetric apparatus for studying the kinetics of metal sulphidation in a H2/H2S gas mixture is described. The main difference between this device and other equipment is the application of hydrogen to obtain a H2/H2S mixture at suitable sulphur partial pressures at a total mixture pressure of 1 atm. The use of the carrier gas allows the measurement of sulphidation kinetics under dynamic conditions and consequently over a much wider pressure range of sulphur vapour, down to 10−12 atm.
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    Thermal and temperature dependence of electrical conductivity studies on Zn, Cd and Hg hydrazone complexes (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 65-74 
    Details
    ISSN: 1572-8943
    Keywords: electrical conductivity ; hydrazone complexes ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Bei zwei verschiedenenpH-Werten wurden die Zn-, Cd- und Hg-Komplexe von Isatinisonicotinoylhydrazon hergestellt. Diese wurden thermisch untersucht (TG, DTG, DTA) und die Gleichstromleitfähigkeit von gepreßten Pulverproben als eine Funktion der Temperatur untersucht. Sowohl für die Liganden als auch für die Komplexe wurden die Aktivierungsenergien (ΔE) berechnet, wobei sich für die Liganden niedrigere Werte ergaben. Man fand, daß die Größe von ΔE durch die Art des Metalles und denpH-Wert bei der Herstellung beeinflußt wird.
    Notes: Abstract The complexes of Zn, Cd and Hg of isatin isonicotinoyl hydrazone were prepared at two differentpHs. Their thermal studies (TG, DTG and DTA) have been made and the DC electrical conductivity of compressed powder samples as a function of temperature was investigated. The activation energies (ΔE) were calculated for the ligand and the complexes which showed that the ligand has a lower value of ΔE than the complexes. The magnitude of ΔE was found to be affected by the nature of the metal and thepH of preparation.
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    Effect of alkali additives on the kinetics of WO3+CCl4 reaction (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 75-86 
    Details
    ISSN: 1572-8943
    Keywords: chlorination ; kinetics ; WO3+CCl4 reaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Mittels Thermogravimetrie wurde die Chlorierungskinetik von alkaliversetztem (K und Li) Wolframtrioxid untersucht, wobei CCl4 als Chlorierungsreagens fungierte. Die Reaktivität der modifizierten Proben wurden mit der von reinem WO3 verglichen. Für die reinen und für die alkaliversetzten Proben wurden ähnliche scheinbare Aktivierungsenergien gefunden. Der Zusatz von Kalium verursacht jedoch eine starke Abnahme der ursprünglichen Reaktionsgeschwindigkeit, während oberflächiges Lithium keinen Effekt zeigt. Während der Chlorierung wurde eine ständige Senkung der linearen Reaktionsgeschwindigkeit für beide Proben festgestellt, was mit Rückhalteeffekten von oberflächigen Nebenprodukten und Alkalizusätzen erklärt wird. Zur Beschreibung der isothermen TG-Kurven wurde ein entsprechendes kinetisches Modell angenommen, welches auf einer monoton steigenden Inhibition dieser Proben basiert. Die auf der Grundlage dieses Modelles berechnete Kurve stimmt recht gut mit den experimentellen Ergebnissen überein.
    Notes: Abstract The chlorination kinetics of alkali-added (K and Li) tungsten trioxide were studied by thermogravimetry, using gaseous CCl4 as chlorinating agent. The reactivity of the modified samples was compared to the results on the chlorination of pure WO3. Similar apparent activation energies were found for the pure and alkali-added samples. However, potassium additive resulted in a strong decrease of the initial reaction rate, while surface lithium has no influence on it. During the chlorination a continuous decrease of the linear reaction rate was observed for both samples, which was explained by retarding effects of surface by-products and alkali additives. For describing the isothermal TG curves an appropriate kinetic model, based on the monotonously increasing inhibition of these species was assumed. The curve calculated with this model fits well to the experimental results.
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    Comparative studies on the curing kinetics and thermal stability of tetrafunctional epoxy resins using various amines as curing agents (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 229-238 
    Details
    ISSN: 1572-8943
    Keywords: epoxy resins ; kinetics ; thermal stability
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die Vernetzungsreaktionen der Epoxidharze Tetraglycidyl-diamino-diphenyl-methan (TGDDM) und Tetraglycidyl-methylen-bis(o-toluidin) (TGMBT) unter Verwendung von Diaminodiphenylsulfon (DDS), Diaminodiphenylmethan (DDM) und Diethylentriamin (DETA) als Vernetzungsmittel wurden kinetisch mittels DSC untersucht. Die dynamischen Scans im Temperaturbereich 20°–300°C wurden analysiert, um unter Anwendung einiger empirischer Gleichungen die Aktivierungsenergie und die Reaktionsordnung des Vernetzungsprozesses zu ermitteln. Die Aktivierungsenergie der einzelnen Epoxy-Systeme liegt im Bereich 71.9–110.2 kJ·mol−1. An der ausgehärteten Harze wurde mittels TG in einer statischen Luftatmosphäre un deiner Aufheizgeschwindigkeit von 10 Grad/min die Kinetik des termischen Abbaues untersucht. Man fand, daß die thermiscehn Abbaureaktionen in einem Schritt ablaufen und ihre Aktivierungsenergie im Intervall 27.6–51.4 kJ·mol−1 liegt.
    Notes: Abstract The curing reactions of the epoxy resins tetraglycidyl diaminodiphenyl methane (TGDDM) and tetraglycidyl methylenebis (o-toluidine) (TGMBT) using diaminodiphenyl sulfone (DDS), diaminodiphenyl methane (DDM) and diethylenetriamine (DETA) as curing agents were studied kinetically by differential scanning calorimetry. The dynamic scans in the temperature range 20°–300°C were analyzed to estimate the activation energy and the order of reaction for the curing process using some empirical relations. The activation energy for the various epoxy systems is observed in the range 71.9–110.2 kJ·mol−1. The cured epoxy resins were studied for kinetics of thermal degradation by thermogravimetry in a static air atmosphere at a heating rate of 10 deg·min−1. The thermal degradation reactions were found to proceed in a single step having an activation energy in the range 27.6–51.4 kJ·mol−1.
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    Gamma-radiation effects on the reduction of hematite to iron in the graphite-iron(III) oxide system (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 87-95 
    Details
    ISSN: 1572-8943
    Keywords: gamma radiation effects ; graphite-hematite system ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Mittels isothermer und dynamischer TG wurde im Graphit-Eisen(III)oxidsystem in Luft der Einfluß von60Co-Gammastrahlung und von verschiedenen Probenzusammensetzungen auf die Reduktion von Hämatit zu Eisen untersucht. Entsprechend verschiedener theoretischer Modelle heterogener Reaktionen wurde eine kinetische Analyse der isothermen Daten durchgeführt und die Ergebnisse zeigten, daß das dreidimensionale Phasengrenzenmodell die beste Übereinstimmung liefert. Die Analyse der dynamischen TG-Daten wurde mittels der Integralmethode von Ozawa, der Coats-Redfem-Methode und einer zusammengesetzten Methode auf der Grundlage der modifizierten Coats und Redfern Gleichung durchgeführt. Die Aktivierungsparameter wurden berechnet und die Ergebnisse der verschiedenen Methoden miteinander verglichen und diskutiert. Strahlung scheint keine Änderung des Reaktionsmodelles oder des Mechanismus hervorzurufen. Durch Bestrahlung gibt es aber ein Absinken der Aktivierungsenergie und des Frequenzfaktors sowie ein Absinken der Halbwertszeit der Reaktion, was bei höheren Temperaturen und höherer Dosis bemerkenswert groß ist.
    Notes: Abstract The effects of60Co-gamma radiation and of various sample composition on the reduction of hematite to iron in the graphite-iron(III) oxide system in air were studied using isothermal and dynamic TG techniques. Kinetic analysis of isothermal data were performed according to various theoretical models of heterogeneous reactions and the results showed that the three-dimensional phase boundary model gives the best fit of data. Analysis of dynamic TG data were made using Ozawa integral method, Coats-Redfern method and a composite method based on the modified Coats and redfern equation. The activation parameters were calculated and the results of the different methods were compared and discussed. Radiation apparently did not introduce a change in the reaction model or mechanism. However, there is a decrease in activation energy and frequency factor upon irradiation and a decrease in the half-life time of the reaction which is remarkable at the higher temperatures and higher doses.
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    Isothermal DSC investigation of the kinetics of thermooxidative decomposition of some edible oils (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 217-220 
    Details
    ISSN: 1572-8943
    Keywords: DSC ; edible oils ; isothermal method ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Unter Einsatz der isothermen Methode wurden kinetische Untersuchungen der thermooxidativen Zersetzung einiger Speiseöle durchgeführt. Zur Bestimmung des Umwandlungsgrades wurde ein DS-Kalorimeter von DuPont eingesetzt. Grundlage der Untersuchung bildeten Leinöl, Rizinusöl und Olivenöl.
    Notes: Abstract The thermooxidative decompositions of some edible oils were investigated. Isothermal measurements of convention were made with a Du Pont differential scanning calorimeter. Linseed oil, castor oil, olive oil and cod-liver oil were investigated.
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    URL: http://dx.doi.org/10.1007/BF01981734
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    Study on curing of novolac epoxy resin (1993)
    Springer
    Journal of thermal analysis and calorimetry 39 (1993), S. 351-358 
    Details
    ISSN: 1572-8943
    Keywords: epoxy resin ; kinetics ; polyamide hardener
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Mittels DSC wurde die Optimierung des Einsatzverhältnisses von Epoxidnovolackharz Dobeckot E4 und Polyamidhärtungsmittel EH411 durchgeführt. Die Daten ergaben, daß ein Harz-Polyamid-Verhältnis von 100∶40 bzw. 100∶50 das Optimum zu sein scheint, bei dem die Aushärtung am größten ist. Mittels isothermer und dynamischer DSC-Methoden wurden die kinetischen Parameter für diese Ansätze ermittelt. Unter Anwendung der isothermen DSC-Methode im Temperaturbereich 70°–90°C wurde die Geschwindigkeitskonstante für den Aushärtungsprozeß dieser Ansätze ermittelt. Diese wurden mittels Extrapolation der erhaltenen Angaben für höhere Temperaturen auch für die Temperatur 201°C (Raumtemperatur) vorhergesagt. Vorhergesagte und experimentell ermittelte Werte stehen in guter Übereinstimmung zueinander.
    Notes: Abstract The optimization of proportions of novolac epoxy resin, Dobeckot E4 and polyamide hardener, EH411 has been established by DSC and the data indicates that resin-polyamide, 100∶40 and 100∶50, appear to be optimum where ‘extent of cure’ is maximum. The kinetic parameters for these formulations have been evaluated using isothermal and dynamic modes by employing DSC. The rate constants have been evaluated for curing process of these formulations using isothermal DSC mode in the temperature range of 70°–90°C. These have also been predicted at 20°±1°C (room temperature) by extrapolating the data obtained at elevated temperatures. A comparison of the predicted values with the experimental values shows that there is a good agreement between them.
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    Propheromones derived from codlemone (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1-9 
    Details
    ISSN: 1573-1561
    Keywords: Insect pheromones ; C. pomonella ; C. nigricana ; Lepidoptera ; Tortricidae ; propheromone ; codlemone ; conjugated dienes ; pheromone protection ; pheromone release
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Tricarbonyl [(8,9,10,11-η-8,10-dodecadien-l-ol] iron and the corresponding acetate prepared from 8,10-dodecadien-1-ol or its acetate, comprise the protected double-bond system of the molecule. After coming in contact with ambient oxygen, the iron complexes in question slowly release the corresponding pheromones of, for example, the codling moth,Cydia pomonella, and the pea moth,Cydia nigricana in highE,E purity and amounts that are sufficient for pest monitoring. A simple dispenser for propheromone application is proposed. Results of release rates in laboratory conditions and field trials are given.
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    Effect of rearing temperature on pheromone component ratio in potato tuberworm moth,Phthorimaea operculella, (Lepidoptera: Gelechiidae) (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 71-81 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; pheromone components ratio ; (E,Z,Z)-4,7,10-tridecatrienyl acetate ; (E,Z)-4,7-tridecadienyl acetate ; rearing temperature ; Lepidoptera ; Gelechiidae ; potato tuberworm moth ; Phthorimaea operculella
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ratio of two components in the sex pheromone of the potato tuberworm moth,Phthorimaea operculella, was influenced by the rearing temperature. The percentage of the (E,Z,Z)-4,7,10-tridecatrienyl acetate dropped as the rearing temperature was raised. The total amount of the pheromone did not change parallel with the change of ratio. The critical period sensitive to temperature seemed to be the pupal stage. Temperature in the larval stage may also influence the ratio slightly. The biological significance of the phenomenon was also discussed.
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    URL: http://dx.doi.org/10.1007/BF00987472
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    Relative importance of infochemicals from first and second trophic level in long-range host location by the larval parasitoidCotesia glomerata (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 47-59 
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    ISSN: 1573-1561
    Keywords: Hymenoptera ; Braconidae ; Lepidoptera ; Pieridae ; Cruciferae ; tritrophic interactions ; foraging behavior ; host-habitat location ; herbivoreinduced synomones ; flight chamber ; infochemicals
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Recently parasitoids were hypothesized to encounter a reliability-detectability problem relating to chemical stimuli from the first and second trophic level, when searching for hosts. The relative role of infochemicals originating from the host,Pieris brassicae (second trophic level), and its food plant, cabbage (first trophic level), have been investigated with respect to long-range host location by the larval parasitoidCotesia glomerata. Flight-chamber dual choice tests showed that uninfested cabbage plants are least attractive to female wasps. Host larvae and their feces were more attractive than clean plants but far less attractive than artificially damaged and herbivore-damaged plants. The plant-host complex, with host larvae actively feeding on the plant, was the most attractive odor source for the parasitoids. The data indicate that one of the solutionsC. glomerata uses to solve the reliability-detectability problem is to respond to infochemicals that are emitted from herbivore-damaged plants. Whether these infochemicals are herbivore-induced synomones that are produced by the plant remains to be demonstrated. Infochemicals emitted by the herbivore or its by-products are of little importance in the foraging behavior ofC. glomerata.
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    Diterpene resin acids: Major active principles in tall oil against Variegated cutworm,Peridroma saucia (Lepidoptera: Noctuidae) (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1075-1084 
    Details
    ISSN: 1573-1561
    Keywords: Tall oil ; resin acids ; abietic acid ; dehydroabietic acid ; isopimaric acid ; Peridroma saucia ; Lepidoptera ; Noctuidae ; variegated cutworm ; bioactivity ; natural insecticide
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Tall oil, a by-product of the kraft process for pulping softwood, has been shown to have insecticidal properties. In the present study, the active principles in tall oil against the variegated cutworm,Peridroma saucia Hübner, were investigated. GC-MS analysis showed that abietic, dehydroabietic, and isopimaric acids were major resin acid components of crude tall oil and depitched tall oil. When crude tall oil samples of differing resin acid composition were incorporated into artificial diet at a concentration of 2.0% fresh weight, they suppressed larval growth by 45–60% compared to controls. This suppression was significantly (P≤0.05) correlated with the equivalent contents of abietic, dehydroabietic, isopimaric, and total resin acids. These results were also evident from a diet choice test, showing that the second-instar larvae obviously selected diets with low levels of resin acids when different diets were randomly arranged in a Petri dish. Bioassays with pure resin acids (abietic, dehydroabietic, and isopimaric acids) demonstrated that all individual chemicals have similar bioactivity against this insect. Comparison of the bioactivities of depitched tall oil and an equivalent mixture of pure resin acids in thePeridroma chronic growth bioassay indicated that pure resin acids and depitched tall oil share a common mode of action to this insect. This study confirms that resin acids are major active principles in tall oil against the variegated cutworm, but other chemicals likely also contribute to the bioactivity of tall oil.
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    URL: http://dx.doi.org/10.1007/BF00987370
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    Host recognition by entomopathogenic nematodes: Behavioral response to contact with host feces (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1219-1231 
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    ISSN: 1573-1561
    Keywords: Host recognition behavior ; entomopathogenic nematodes ; feces ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; Popillia japonica ; Coleoptera ; Scarabaeidae ; Blattella germanica ; Blatteria ; BlattellidaeAcheata domesticus ; Orthoptera ; Gryllidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Host recognition by entomopathogenic nematodes may occur through contact with insects' excretory products, cuticle, or gut contents. We analyzed the behavioral responses of four species of entomopathogenic nematodes during contact with feces of natural or experimental hosts. Host recognition by nematodes was manifested in alterations in the frequency and/or duration of one or more search parameters including forward crawling, headwaving, body-waving, stopping, backward crawling, head-rubbing, and headthrusting.Heterorhabditis bacteriophora andSteinernema glaseri showed behavioral responses to contact with feces of their natural hosts,Spodoptera exigua (Lepidoptera) andPopillia japonica (Coleoptera), and to the experimental hosts,Acheata domesticus (Orthoptera) andBlatella germanica (Blatteria).Steinernema carpocapsae responded only toB. germanica feces, whereas5. scapterisci did not significantly respond to any of the insect species. During contact with cockroach feces, all nematodes, exceptS. scapterisci, showed avoidance behavior. We suggest that ammonia present in cockroach feces is inhibitory to nematodes. Specific host recognition by entomopathogenic nematodes may be an important mechanism to maintain host affinities.
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    URL: http://dx.doi.org/10.1007/BF00987382
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    Effects of nitrogen and Douglas-fir allelochemicals on development of the gypsy moth,Lymantria dispar (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1245-1263 
    Details
    ISSN: 1573-1561
    Keywords: Artificial diet ; herbivory ; nitrogen ; Lymantria dispar ; Lepidoptera ; Lymantriidae ; monoterpenes ; nutritional ecology ; phenolics ; Pseudotsuga menziesii
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two experiments were conducted to examine the influence of foliar nitrogen, terpenes, and phenolics of Douglas-fir on the development of gypsy moth larvae. In the first experiment, foliar concentrations of nitrogen and allelochemicals were manipulated by fertilizing 3-year-old potted seedlings with 0 or 200 ppm nitrogen. Concentrations of foliar nitrogen (0.33–2.38%) were negatively correlated with the phenolics (15.8–24.4 mg/g). Sixth-instar larvae previously reared on current-year Douglas-fir needles were allowed to feed on these seedlings. Pupal weights (312.8–995.6 mg) were positively correlated with levels of foliar nitrogen, negatively correlated with amounts of foliar phenolics, and uncorrelated with terpene concentrations. In the second experiment, terpene and phenolic extracts from Douglas-fir foliage were incorporated at natural levels into artificial diets with high and low levels of protein nitrogen. Neonate larvae grew faster and were larger on the high nitrogen control diet (4.1–4.5%), however, fourth instars performed better on the control diet with low nitrogen levels (2.5–2.7%). Foliar terpenes incorporated into diet had little effect on neonate fitness, but may induce subtle physiological changes in later instar larvae. Phenolics, alone or in combination with terpenes, excessively suppressed growth and survival, with no individuals living through the fourth instar, regardless of the nitrogen level. Incorporating foliar phenolic extracts into artificial diet caused unnatural levels of toxicity and failed to clarify the effects of Douglas-fir phenolics on gypsy moth fitness. Foliar nitrogen is a key factor influencing gypsy moth development on Douglas fir, but may be mitigated to some degree by phenolics.
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    URL: http://dx.doi.org/10.1007/BF00987384
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    Cardenolides fromErysimum cheiranthoides: Feeding deterrents toPieris rapae larvae (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1355-1369 
    Details
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Erysimum cheiranthoides ; feeding deterrents ; cardenolides ; digitoxigenin 3-O-β-D-glucoside ; glucodigigulomethyloside ; glucodigifucoside ; erychroside ; cheirotoxin ; strophanthidin glycosides ; digitoxigenin glycosides ; Lepidoptera ; Pyridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Larvae of the cabbage butterfly,Pieris rapae, refuse to feed on the wild mustard,Erysimum cheiranthoides, due to the presence of alcoholextractable deterrents. The active components were extracted inton-BuOH, and this extract was separated into four fractions (I–IV) by reverse-phase HPLC. Fractions III and IV retained the feeding deterrent activity. The activity of fraction III was found to be due to the cardenolide diglycosides 1 and 2, which were previously reported as oviposition deterrents for gravidP. rapae butterflies. Three active compounds were isolated from fraction IV by column chromatography on silica gel followed by reverse-phase HPLC. These compounds were identified as a monoglycoside, digitoxigenin 3-O-β-D-glucoside (4), and two diglycosides, glucodigigulomethyloside (5) and glucodigifucoside (6). An additional cardenolide isolated from fraction II was identified as cheirotoxin (7). All compounds were identified by UV, NMR (1H and13C), and mass spectrometry, as well as hydrolysis experiments. The feeding deterrent activity of these compounds was compared with that of related commercially available chemicals and other compounds isolated fromE. cheiranthoides.
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    URL: http://dx.doi.org/10.1007/BF00984881
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    2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one (N-O-Me-DIMBOA), a possible toxic factor in corn to the southwestern corn borer (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 531-542 
    Details
    ISSN: 1573-1561
    Keywords: Corn ; Zea mays (L.) ; southwestern bora borer ; Diatraea grandiosella ; Dyar ; Lepidoptera ; Pyralidae ; feeding resistance ; 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one ; N-O-Me-DIMBOA
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The southwestern corn borer (SWCB),Diatraea grandiosella Dyar, is a major pest of corn,Zea mays L., in the southern United States. The damage to corn is caused primarily by larval feeding on leaf, ear, and stem tissues. In this study, 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one (N-O-Me-DIMBOA) was identified by MS and NMR as present in corn whorl surface waxes. This compound has evidently not been isolated previously, but its glucoside has been reported in corn, wheat, andCoix lachryma. It is present in the waxes in a higher concentration than DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) and 6-MBOA (6-methoxybenzoxazolinone). It was toxic to the SWCB in a stress diet, but it was less toxic to this insect than 6-MBOA when incorporated in the standard rearing diet. Nevertheless, it may have some role in the resistance of corn to the SWCB because the total surface wax content is higher in resistant lines than in susceptible lines.
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    URL: http://dx.doi.org/10.1007/BF00994323
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    Pyrrolizidine alkaloids in the arctiid mothHyalurga syma (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 669-679 
    Details
    ISSN: 1573-1561
    Keywords: Pyrrolizidine alkaloids ; alkaloid sequestration ; alkaloid transformation ; Boraginaceae ; Heliotropium transalpinum, Heliotropium peruvianum ; Lepidoptera ; Arctiidae ; Pericopinae ; Hyalurga syma ; chemical defense ; Araneidae ; Nephila clavipes ; orb-weaving spider
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The arctiid mothHyalurga syma (subfamily Pericopinae) sequesters pyrrolizidine alkaloids (PAs) from its larval food plantHeliotropium transalpinum (Boraginaceae). Colorimetric quantification of total PAs in the larvae, pupae, and adults ofHyalurga revealed mean values of about 286–445μg per individual (1.4–2.6% of dry weight). The PA mixtures found in the moth and its larval food plant were evaluated by GC-MS. Food-piant leaves were found to contain the diastereoisomeric retronecine esters indicine (IIIa), intermedine (IIIb), and lycopsamine (IIIc), and the heliotridine ester rinderine (IIId) only as minor constituents, whereas 3′-acetylrinderine (IVc) (68% of total PAs) and the respective 3′-acetyl esters of indicine (IVa) and intermedine (IVb) (both 17%) were the major alkaloids. Supinine (IIa) is detectable in traces only. The PA mixtures in eggs, larvae, pupae, and imagines ofHyalurga were identical: indicine, intermedine, and lycopsamine accompanied by considerable amounts of supinine and amabiline or coromandalinine (IIb/IIc) were the major components. Only larvae were found to store small quantities of a 3′-acetyl derivative. Rinderine and its 3′-acetyl ester were never found in the insects. Low concentrations of the arctiidspecific PA callimorphine (I) were present in larvae, pupae, and imagines. The differences in the PA patterns of the insects and their larval food plant suggest thatHyalurga is capable of modifying plant-derived PAs by inversion of the 7-OH configuration (conversion of the necine base heliotridine into retronecine), and perhaps the inversion of the 3′-OH [conversion of (+)-trachelanthic acid into (−)-viridifloric acid], although the possibility of a selective sequestration of the respective retronecine esters cannot be excluded. Some trials with the orb-weaving spiderNephila clavipes, a common neotropical predator, showed that both freshly emerged and field-caught adults ofHyalurga syma are liberated unharmed by the spider. The liberation could be related to the presence of PAs in the moths.
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    Structure-activity correlations among analogs of the currant clearwing moth pheromone (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 735-750 
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    ISSN: 1573-1561
    Keywords: Pheromone analogs ; (E,Z)-2,13-octadecadien-1-yl acetate ; EAG ; gas chromatography ; vapor pressure ; currant clearwing moth ; Synanthedon tipuliformis Clerk ; Lepidoptera ; Sesiidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Eleven analogs of (E,Z)-2,13-octadecadien-1-yl acetate1, a main pheromone component of the currant clearwing moth,Synanthedon tipuliformis Clerk (Lepidoptera: Sesiidae) were synthesized and tested for their biological activities by electroantennography (EAG). To correct the EAG data for differences in volatility of the analogs, their vapor pressures were estimated by a gas chromatographic method. All structural changes in the parent molecule were found to reduce the biological activity to various degrees. The most active analog tested was the carbamate12, whose activity was almost comparable to that of the pheromone component1. Structure-activity correlations showed that hydrophobic, steric, and electronic effects of chain terminal groups might be responsible for variations in biological activity of the conformationally unchanged (E,Z)-2,13-analogs
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    Trail and arena marking by caterpillars ofArchips cerasivoranus (lepidoptera: Tortricidae) (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 1479-1489 
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    ISSN: 1573-1561
    Keywords: Archips cerasivoranus ; Yponomeuta cagnagella ; trail following ; silk ; trail pheromone ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The activity ofArchips cerasivoranus caterpillars is largely limited to their colonial silk web and trails. Silk pulled directly from the spinnerets of caterpillars and wound onto paper strips to form artificial trails elicited locomotion from the larvae. Trails made from extracts of silk and silk glands also elicited locomotion. These and other observations reported here indicate that the caterpillars are responsive to a water-soluble pheromone that is a component of the silk strand. Marker pheromones appear not to be secreted from other regions of the body, as has been reported for some other trail-following caterpillars.
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    Hemoglobins with multiple reactive sulphydryl groups: The reaction of pigeon hemoglobin with 5,5′-dithiobis (2-nitrobenzoic acid) (1993)
    Springer
    The protein journal 12 (1993), S. 639-646 
    Details
    ISSN: 1573-4943
    Keywords: Sulphydryl groups ; multiple ; hemoglobin ; kinetics ; ionizable groups
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Pigeon hemoglobin has eight reactive sulphydryl groups per (tetramer) molecule, as determined by Boyer titration with p-chloromercuribenzoate. However, only four of these are titra-table with 5,5′-dithiobis(2-nitrobenzoate) under the same experimental conditions. The time course of the reaction of pigeon hemoglobin with 5,5′-dithiobis(2-nitrobenzoate) is biphasic. In thepH range 6–9, the fast phase is between one and two orders of magnitude faster than the slow phase. For the fast phase,k app, the apparent second-order rate constant, increases monotonously withpH. Quantitative analysis reveals that the reactionof the sulphydryl group responsible for this phase is coupled to the ionization of two groups with pK a values of 6.15±0.1 and 8.5±0.1. These pK a values are assigned to HisHC3(146)β and to the CysF9(93)β sulphydryl group, respectively. For the slow phase thek app vs.pH profiles are bowl-shaped. Analysis reveals that the reaction of the sulphydryl group to which this phase may be attributed is coupled to the ionization of two groups with mean pK a values of 6.53±0.1 and 8.25±0.1. Examination of the structure of hemoglobin allows us to assign these values to HisG19(117)β and CysB5(23)β, respectively. The CysB5(23)β sulphydryl is in the region of the molecule where amino acid substitutions have been found to give rise to significant changes in the oxygen affinity of hemoglobin [Huanget al. (1990),Biochemistry 29, 7020–7023.
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    Hemoglobins with multiple reactive sulphydryl groups: The reaction of dog hemoglobin with 5,5′-dithiobis (2-nitrobenzoate) (1993)
    Springer
    The protein journal 12 (1993), S. 33-37 
    Details
    ISSN: 1573-4943
    Keywords: Hemoglobin ; sulphydryl group ; ionizable groups ; kinetics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Dog hemoglobin has four sulphydryl groups per (tetramer) molecule located at the G18(111)a and F9(93)β positions. The two sulphydryls at the G18(111)a positions are unreactive toward nonmercurial sulphydryl reagents, but those at the F9(93)β positions are reactive toward these reagents. We have studied the kinetics of the reaction of dog hemoglobin with 5,5′-dithiobis (2-nitrobenzoic acid) as a function ofpH. At allpH values studied, the reaction is kinetically monophasic. Quantitative analysis of thepH dependence of the apparent second-order rate constant shows that two ionizable groups are linked to the reaction of the sulphydryl group. TheirpK a values are 5.57 and 9.0. These values are assigned to HisHC3(146)β and to the CysF9(93)β sulphydryl. We find that dog carbonmonoxyhemoglobin is significantly—almost an order of magnitude—less reactive than the aquomet, azidomet, and oxy derivatives. This result may be due to a greater tendency (at acidpH) for the salt bridge between HisHC3(146)β and AspFG1(94)β to form in the carbonmonoxy than in the other derivatives. Formation of this salt bridge is known to hinder access to the CysF9(93)β sulphydryl [Perutz, M. F. (1970),Nature 228, 734–739].
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01024911
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  • 98
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    Electronic Resource
    Initial steps of αand β-d-glucose binding to intact red cell membrane (1993)
    Springer
    The journal of membrane biology 132 (1993), S. 167-178 
    Details
    ISSN: 1432-1424
    Keywords: red cell ; glucose transport protein ; GLUT1 ; kinetics ; rapid reactions ; tryptophan
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary The kinetics of the initial phases of d-glucose binding to the glucose transport protein (GLUT1) of the human red cell can be followed by stopped-flow measurements of the time course of tryptophan (trp) fluorescence enhancement. A number of control experiments have shown that the trp fluorescence kinetics are the result of conformational changes in GLUT1. One shows that nontransportable l-glucose has no kinetic response, in contrast to d-glucose kinetics. Other controls show that d-glucose binding is inhibited by cytochalasin B and by extracellular d-maltose. A typical time course for a transportable sugar, such as d-glucose, consists of a zero-time displacement, too fast for us to measure, followed by three rapid reactions whose exponential time courses have rate constants of0.5–100 sec+−1 at 20°C. It is suggested that the zero-time displacement represents the initial bimolecular ligand/GLUT1 association. Exponential 1 appears to be located at, or near, the external membrane face where it is involved in discriminating among the sugars. Exponential 3 is apparently controlled by events at the cytosolic face. Trp kinetics distinguish the K d of the epimer, d-galactose, from the K dfor d-glucose, with results in agreement with determinations by other methods. Trp kinetics distinguish between the binding of the α- and β-d-glucose anomers. The exponential 1 activation energy of the β-anomer, 13.6 ± 1.4 kcal mol+−1, is less than that of α-d-glucose, 18.4 ± 0.8 kcal mol+−1, and the two Arrhenius lines cross at ≈23.5°C. The temperature dependence of the kinetic response following α-d-glucose binding illustrates the interplay among the exponentials and the increasing dominance of exponential 2 as the temperature increases from 22.3 to 36.6°C. The existence of these interrelations means that previously acceptable approximations in simplified reaction schemes for sugar transport will now have to be justified on a point-to-point basis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00239006
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  • 99
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    Electronic Resource
    Characterization of ion channels from Acetabularia plasma membrane in planar lipid bilayers (1993)
    Springer
    The journal of membrane biology 133 (1993), S. 145-160 
    Details
    ISSN: 1432-1424
    Keywords: Acetabularia ; K+ channels ; kinetics ; planar lipid bilayers ; voltage dependence
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary Plasma membrane from Acetabularia acetabulum was prepared by aqueous-polymer two-phase partitioning and incorporated into planar 1-palmitoyl-2-oleoyl phosphatidylethanolamine bilayers by stirring in the presence of a (cis∶trans) 325∶100 mm KCl gradient. Under these conditions five distinct K+-selective channels were observed which had unitary chord-conductances (determined between 30 mV either side of the reversal potential) and frequencies of incorporation (in parentheses) of 1,600 pS (26%), 485 pS (21%), 259 pS (53%), 140 pS (37%) and 27 pS (37%). Two Cl−-selective channels were also observed, which had unitary chord-conductances of 8 and 48 pS and were present in 21 and 16% of bilayers, respectively. The voltage dependencies of channel open probability (P o ), open-state time constant (τ o) and closed-state time constant (τ c) were determined for the 259, 140 and 27 pS K+ channels. The P o of all three channels increased with increasingly positive membrane potentials. Thus, since these channels were oriented with their extracellular face adjacent to the cis chamber, which was grounded, all would exhibit outward rectification in vivo. Changes in P o were effected by modulation of τ c in all channels, which shortened as membrane potentials became more positive, and also of τ o in the 140 and 27pS channels, which increased as membrane potentials became more positive. Extracellular (cis) KCl concentration (and/or the KCl gradient across the bilayer) affected the P o of all three K+ channels, shifting the P o /membrane potential relationship in the direction of the change in the potassium reversal potential. In all channels this was achieved largely by changes in τ c .
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00233795
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  • 100
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    Electronic Resource
    Study of the mechanism of the addition of benzyl bromide to trimethylvinylsilane in the presence of the Fe(CO)5—DMF system (1993)
    Springer
    Russian chemical bulletin 42 (1993), S. 1352-1356 
    Details
    ISSN: 1573-9171
    Keywords: benzyl bromide, trimethylvinylsilane, addition ; radicals ; metal-complex initiation ; kinetics ; mechanism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The general kinetics of the addition of benzyl bromide to trimethylvinylsilane in the presence of the Fe(CO)5—DMF system has been studied. The reaction orders with respect to each reagent found in the study correspond to a radical chain mechanism of the process. The metal-complex system takes part only in the initiation stage and only at a strictly defined ratio of the components.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00699930
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