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  • Articles  (48,204)
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  • Articles  (48,204)
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  • Articles: DFG German National Licenses  (48,204)
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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 275-283 
    ISSN: 1573-1561
    Keywords: Phenolics ; PAL activation ; insect herbivory ; plant resistance ; Betula pendula ; Apochemia pilosaria ; Lepidoptera ; geometridae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of both caterpillar herbivory and artificial damage on phenylalanine ammonia lysase (PAL) activity of birch foliage was measured, using an intact cell assay. After artificial damage there was a small increase in PAL activity in damaged leaves but no change in adjacent undamaged ones. Insect grazing produced a larger increase in PAL activity, and the enzyme activity was also increased in adjacent undamaged leaves. Artificial damage increased the phenolic levels of the damaged leaves. Insect grazing caused a larger, longer-lasting increase in phenolic levels and also elevated phenolic levels in undamaged leaves. The possible role of these wound-induced biochemical changes in birch is discussed.
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  • 2
    ISSN: 1573-1561
    Keywords: Diadromus pulchellus ; Hymenoptera ; Ichneumonidae ; disulfides ; frass ; Acrolepiopsis assectella ; Plutella xylostella ; Lepidoptera ; Acrolepiidae ; Plutellidae ; leek ; Allium porrum ; cabbage ; Brassica oleracea
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Acrolepiopsis assectella andPlutella xylostella frass volatiles, trapped on Tenax GC, were examined by capillary gas chromatography. In both moths, the same three disulfides, dimethyl, dipropyl, and methyl propyl, were the most abundant substances, but in different proportions. The synthetic disulfides elicited the same behavioral response by the parasitoid,Diadromus pulchellus as frass. The plant origin of these substances is discussed.
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  • 3
    ISSN: 1573-1561
    Keywords: Bracon ; Ephestia ; Lepidoptera ; Pyralidae ; Hymenoptera ; Braconidae ; kairomone ; host selection ; parasitoid ; foraging ; ketones ; 2-acylcyclohexane-1,3-diones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 2-Acylcyclohexane-1,3-diones produced in the mandibular glands ofEphestia kuehniella Zeller (Lepidoptera: Pyralidae) fifth instars acted as arrestment and host-trail following kairomones for the parasitoid,Bracon hebetor (Say) (Hymenoptera: Braconidae). The behavioral response of the parasitoids to the kairomone varied with kairomone concentration and distribution. However, only small differences in activity were noted for the different mandibular gland components.B. hebetor females that encountered filter paper patches impregnated with the kairomone exhibited antennation and probing behavior. Females followed trails formed with 2-[(Z,E)12,14-hexadecadienoyl]cyclohexane-1,3-dione in the same manner exhibited with host-made trails. At concentrations of 1.0 μg/mm and above, trail following was interrupted by frequent probing.
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  • 4
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    Springer
    Journal of chemical ecology 15 (1989), S. 1559-1566 
    ISSN: 1573-1561
    Keywords: (Z)-11-Hexadecenal ; (Z)-11-hexadecen-1-ol ; (Z)-9-tetradecenal ; iris ; iris borer ; Macronoctua onusta ; tobacco budworm ; Heliothis virescens ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chromatographic and mass spectrometry studies of heptane extracts of the ovipositors of the iris borer,Macronoctua onusta, showed that the females produce several compounds that are the same as those produced by females of the tobacco budworm,Heliothis virescens. In trapping experiments, a mixture of (Z)-11-hexadecenal, (Z)-11-hexadecen-1-ol, and (Z)-9-tetradecenal (94∶4∶2) proved to be the minimum set of compounds required to cause effective capture of iris borer males in the field.
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  • 5
    ISSN: 1573-1561
    Keywords: Trap color ; trap design ; velvetbean caterpillar ; Anticarsia gemmatalis ; fall armyworm moth ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; electroretinogram
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three pheromone traps were evaluated in paired field trials for effectiveness in capturing wild male velvetbean caterpillar moths (VBC),Anticarsia gemmatalis Hübner, and fall armyworm moths (FAW),Spodoptera frugiperda (J.E. Smith), using a wind-oriented trapping device. The traps were: (1) the standard multicolored bucket trap consisting of a forest green canopy, yellow funnel, white bucket and open (i.e., single wire) pheromone holder; (2) a forest green monocolored bucket trap; and (3) the Multi-Pher-1 trap consisting of a blue-green canopy, white funnel, white bucket, and white, multislotted pheromone holder. The Multi-Pher-1 trap differs primarily from the other two in that its entrance is smaller in diameter and is partially obstructed by the pheromone holder. Significantly fewer VBC and FAW males were captured in pheromone-baited monocolored (forest green) bucket traps than standard multicolored bucket traps. The Multi-Pher-1 trap also caught significantly fewer VBC moths than the standard multicolored bucket trap, but there was no significant difference in numbers of FAW moths caught in the two traps. The results further demonstrate the importance of considering visual cues, in this case color, in the design of pheromone traps for nocturnal insects.
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  • 6
    ISSN: 1573-1561
    Keywords: Enedial ; Spodoptera ; Lepidoptera ; Noctuidae ; feeding deterrent ; pyrrole ; sulfhydryl ; van der Waals interaction ; Reimer-Tiemann adducts
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Structure-activity relationships of naturally occurring enedials with antifeedant activity againstSpodoptera species have been extended via the synthesis and bioassay of a series of Reimer-Tiemann adducts. The activities attributed to the different chemical structures of these and other analogs interacting with the chemoreceptor site have been observed; a three-pronged mode of substrate binding via aromatic pyrrole formation, Michael addition of free sulfhydryl moieties, and van der Waals interactions of the A ring has been postulated to account for these observations.
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  • 7
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    Journal of chemical ecology 15 (1989), S. 1133-1146 
    ISSN: 1573-1561
    Keywords: Cycasin ; macrozamin ; cycads ; azoxyglycosides ; Eumaeus atala ; Lepidoptera ; Lycaenidae ; insect-plant interaction ; chemical ecology ; unpalatability ; insect defense strategy ; ants ; Camponotus abdominalis floridanus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The lycaenid butterfly,Eumaeus atala, was found to contain cycasin, an azoxyglycoside, by thin-layer chromatography (TLC). Quantification of cycasin content in 10 individual freshly killed and frozen males and females, using capillary gas chromatography (GC), showed that cycasin contents of individual butterflies ranged from 0.21 to 0.51 mg (1.24–2.75% dry weight). A museum specimen ofE. atala of unknown age had undetectable amounts of cycasin by GC. GC showed that larval frass contained about 0.10% cycasin, which was not detectable by TLC. Cycasin in the host plant was not detectable by TLC but was detected by GC and found to be 0.02% dry weight. There was no macrozamin, another azoxyglycoside characteristic of many cycads, in the butterfly or plant. Feeding trials with a colony of the ant,Camponotus abdominalis floridanus, showed that both cycasin and the adult ofE. atala were deterrent to the ants.
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  • 8
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    Journal of chemical ecology 15 (1989), S. 2177-2189 
    ISSN: 1573-1561
    Keywords: Acraea horta ; Lepidoptera ; Acraeinae ; cyclopentenyl cyanoglycoside ; gynocardin ; Kiggelaria africana ; sequestration ; evolution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract All stages in the life cycle ofAcraea horta (L.) (Lepidoptera: Acraeinae) were found to release hydrogen cyanide (HCN) from their crushed tissues, and the source of cyanogenesis was present in the hemolymph of adults and larvae. Comparison with standards on thin-layer chromatograms (TLC) revealed the presence in adults of gynocardin, a cyclopentenyl cyanoglycoside also produced by the larval food plant,Kiggelaria africana L. (Flacourtiaceae). Analysis of adults reared on plant species (Passifloraceae) containing gynocardin and/or other cyanoglycosides suggested selective uptake of gynocardin by the larvae. This is the first demonstration of a cyanoglycoside, other than the acyclic linamarin and lotaustralin, occurring in Lepidoptera and the first evidence for the storage byAcraea butterflies of a plant-produced allelochemical. Possible implications for the understanding of the evolution of acraeine host choice are discussed.
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  • 9
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    Journal of chemical ecology 15 (1989), S. 2379-2390 
    ISSN: 1573-1561
    Keywords: Acidic fog ; Phaseolus lunatus ; Trichoplusia ni ; cabbage looper ; Lepidoptera ; Noctuidae ; nitrogen ; free amino acid ; soluble protein ; plantinsect interactions ; air pollution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Phaseolus lunatus L. (Henderson Bush lima beans) were exposed to 2 hr acidic fogs with 2.5∶1.0 (v/v) nitrogen-sulfur ratio typical of the west coast of the United States. Fogs with pH values of 2.0 (P 〈 0.01,t tests), 2.5 (P 〈 0.05), or 3.0 (P 〈 0.01) increased percent total nitrogen (dry weight) of foliage as compared to plants subjected to control fogs with a pH of 6.3–6.5. Fresh weight concentrations of soluble protein and certain free amino acid concentrations were increased by plant exposure to acidic fogs with a pH of 2.5 (t tests,P 〈 0.05). Concentrations of free amino acids considered essential for insect growth, as well as nonessential and total free amino acids were not significantly affected by any treatment (P 〉 0.05,t test). Water content (%) of foliage was not changed significantly (P 〉 0.05,t test) by exposure to any of the fogs.Trichoplusia ni (Hübner) (Lepidoptera: Noctuidae) larvae ate significantly more foliage and gained significantly more weight on plants treated with 3.0 pH fogs (P 〈 0.01,t test). Several potential explanations are offered for the lack of significant weight gain by larvae on plants in which soluble protein levels, free amino acid concentrations, or percent total nitrogen contents were enhanced by acidic fogs with a pH of 2.5 and 2.0. No larval feeding preference was detected for foliage exposed to acidic versus control fogs, and no significant differences were detected in percent survival ofT. ni eggs exposed to acidic or control fogs. Some implications of acidic fogs for population dynamics ofT. ni are discussed.
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  • 10
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    Journal of chemical ecology 15 (1989), S. 601-617 
    ISSN: 1573-1561
    Keywords: Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; redbanded leafroller ; Argyrotaenia velutinana ; Tortricidae ; pheromone analogs ; sex stimulation ; bioassay ; flight-tunnel behavior ; field bioassay ; molecular mechanics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The biological activity of analogs of the pheromone components of the European corn borer,Ostrinia nubilalis, (Z)- and (E)-11-tetradecen1-ol acetate, in which modifications were made in the terminal alkyl portion were studied in the three pheromonal types of the insect. European corn borer males respond to pheromonal stimuli at three levels of behavioral activity, i.e., short-range sexual stimulation, activation in the flight tunnel, and response in the field. Structural requirements for elicitation of response at these levels were found to be increasingly restrictive, respectively. Flighttunnel activity was induced only by compounds that had a total chain length of 13 or 14 carbons and in which branching at carbon 13 was limited to one methyl group or a cyclopropyl group. Three new analogs were active in the flight tunnel, viz., (E and (Z)-13-methyl-11-tetradecen-1-ol acetate and (Z)-12-cyclopropyl-11-dodecen-1-ol acetate. The cyclopropyl analog was the most active analog against theZZ type of the European corn borer. TheE isomer, however, was pheromonally inactive in theEE type and was shown to be a pheromone antagonist. This dissimilarity is most likely due to differences in structure of the receptors in the European corn borer strains. Analogs that were biologically active against the European corn borer were tested against the redbanded leafroller,Argyrotaenia velutinana, which also uses (Z)- and (E)-11-tetradecen-1-ol acetate as part of its pheromone. Results showed that the redbanded leafroller pheromone acceptor system is different from that of the European com borer; marginal behavioral response was elicited by only one of the new analogs. Thus, although both species use 11-tetradecen-1-ol acetate isomers as their pheromone, the mechanisms by which they are perceived are different.
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  • 11
    ISSN: 1573-1561
    Keywords: Diet ; scent ; coremata ; Estigmene acrea ; Phragmatobia fuliginosa ; Pyrrharctia isabella ; Lepidoptera ; Arctiidae ; hydroxydanaidal ; danaidal ; pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In feeding experiments with insects reared in the laboratory, the presence of the dihydropyrrolizines hydroxydanaidal and danaidal in the male scent organs (coremata) of the arctiids,Estigmene acrea (Drury),Phragmatobia fuliginosa (L.), andPyrrharctia isabella (J.E. Smith), was shown to depend on the presence of a source of pyrrolizidine alkaloids (PAs) in the larval diet.Phragmatobia males given an artificial diet supplemented with the powdered roots of the PA-containing plantSymphytum officinale L. (comfrey) produced more hydroxydanaidal than danaidal, whereas males given an artificial diet supplemented with dried whole plants of another PA-containing species,Senecio vulgaris L., produced more danaidal than hydroxydanaidal.Pyrrharctia males produced hydroxydanaidal with little if any danaidal, whether the source of PAs was comfrey orS. vulgaris. A behavioral bioassay showed that the coremata of PA-deniedPyrrharctia male progeny of PA-denied parents were pheromonally inactive, whereas those of PA-denied male progeny of PA-supplied parents (male and/or female) were often active. This indicates that a small amount of pheromone is made from PAs transferred from the female to her eggs and that males effect copulatory transfers of PAs that are, in turn, passed to the eggs by the mated female. Field observations ofPhragmatobia andPyrrharctia larvae feeding on sources of PAs were reported. The PA monocrotaline was shown to be a feeding stimulant forPyrrharctia larvae.
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  • 12
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Ostrinia furnacalis ; sex pheromone ; Asian corn borer ; (E)- and (Z)-12-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The female sex pheromone of the Asian com borer,Ostrinia furnacalis, widespread in Taiwan, was confirmed as (Z)-12-tetradecenyl acetate and its geometric isomer (E)-12-tetradecenyl acetate in a ratio of ca. 3∶1 by gas chromatography and gas chromatography-mass spectrometry in selected ion monitoring mode. Males were attracted by the mixture of these two synthetic components in the field, but the attractiveness was less than by virgin females. The presence of minor components in the sex pheromone was therefore suggested.
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  • 13
    ISSN: 1573-1561
    Keywords: Pseudaletia unipuncta ; Lepidoptera ; Noctuidae ; hairpencils ; male pheromone ; acetic acid ; benzaldehyde ; benzyl alcohol ; antennal ; response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hairpencil secretion ofPseudaletia unipuncta (Haw.) contains acetic acid as well as previously identified benzaldehyde and benzyl alcohol. Age-specific titers of acetic acid were significantly greater than those of benzaldehyde and, at 25 °C, accumulation of both compounds in the hairpencils peaked on the second day after emergence. Excised antennae of males and females perceived both compounds. Antennal response to acetic acid did not vary significantly with age or sex, but male response to benzaldehyde was significantly greater than female response at all ages tested. Antennal response of both males and females to benzaldehyde tended to be greater on the fourth and eighth days after emergence than on the second.
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  • 14
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    Journal of chemical ecology 15 (1989), S. 105-120 
    ISSN: 1573-1561
    Keywords: Sex pheromones ; pheromone adsorption ; age ; pheromone emission ; Lepidoptera ; Pyralidae ; Crambinae ; Eoreuma loftini ; calling behavior ; (Z)-11-hexadecenyl acetate ; (Z)-13-octadecenyl acetate ; (Z)-13-octadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Calling behavior and pheromone emission by virgin femaleE. loftini moths were investigated in laboratory experiments. Calling peaked during the last three hours of the night. Three-day-old moths called more than older or younger moths and began calling earlier in the night than younger moths. Female emissions were collected in flasks without airflow and cylinders with airflow. Control tests indicated that the pheromone components (Z)-11-hexadecenyl acetate (HDA) and (Z)-13-octadecenylacetate (ODA) were 69 and 54% adsorbed on moths, respectively, and the component (Z)-13-octadecenal (ODL) was 92–99% adsorbed depending on its concentration, when put into flasks with noncalling females for 4 hr. Pheromone exposed to moths for less than 4 hr was adsorbed less. After correction for adsorption, the pheromone blend from females calling in flasks was 9:42:49% of HDA/ODL/ODA with an overall emission rate of 58 ng/female/4 hr. Three-day-old females emitted more pheromone than 0- to 2- or 4- to 5-day-old moths, in flasks. Little or no pheromone put into cylinders either downwind or upwind from a male moth was adsorbed by the moth. The pheromone blends from females calling in cylinders, corrected using downwind and upwind control test results, respectively, were 15:35:50 and 13:40:48% of HDA/ODL/ODA with overall emission rates of 32 and 35 ng/female/night.
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  • 15
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    Journal of chemical ecology 15 (1989), S. 169-182 
    ISSN: 1573-1561
    Keywords: Balansiae ; Clavicipitaceae ; ergot alkaloids ; fall armyworm ; feeding deterrents ; acquired chemical defense ; fungal endophytes ; grasses ; Lepidoptera ; Noctuidae ; Spodoptera frugiperda
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ergot alkaloids produced by endophytic fungi in the tribe Balansiae (Clavicipitaceae, Ascomycetes), which infect grasses, may provide plant defense against herbivores. This study examined the effects of six ergot alkaloids on survivorship, feeding, and growth of larvae of the fall armyworm (Spodoptera frugiperda, Lepidoptera: Noctuidae), a generalist herbivore of grasses. Corn leaf disks were soaked in solutions of individual ergot alkaloids at different concentrations and presented to neonate larvae. At the highest concentrations (77–100 mg/liter) of ergonovine, ergotamine, ergocryptine, agroclavine, and elymoclavine, larval weights and/or leaf area consumed after eight days were reduced relative to controls. Lysergol had no effect on larval weights and leaf consumption at any concentration. Although active concentrations were higher than those reported from two host grasses, in vivo levels of ergot alkaloids have not been quantified for most endophyte-infected grasses. The detrimental effects on fall armyworm observed in this study suggest that ergot alkaloids could be responsible, at least in part, for the greater insect resistance of endophyte-infected grasses.
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  • 16
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    Journal of chemical ecology 15 (1989), S. 249-254 
    ISSN: 1573-1561
    Keywords: Fusaric acid ; corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; saponin ; gossypol ; 6-methoxy-2-benzoxazolinone ; synergism ; allelochemical ; mycotoxin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The ability of naturally occurring levels of theFusarium spp. fungal metabolite fusaric acid to synergize the toxicity of the allelochemicals gossypol, a saponin, and 6-methoxy-2-benzoxazolinone to larvae ofHeliothis zea (Boddie) was tested. Levels of fusaric acid comparable to those found near the fungus increased mortality ofH. zea to gossypol, the saponin, and 6-methoxy-2-benzoxazolinone, and decreased the development rate of surviving larvae exposed to gossypol and 6-methoxy-2-benzoxazolinone. Some effect was also noted for levels of fusaric acid found generally distributed throughout infected plants. The chemical properties of fusaric acid suggest that it synergizes the toxicity of the allelochemicals by inhibiting oxidative enzymes responsible for detoxification. Production of the biosynthetically simple fusaric acid may be a fungal strategy for conserving resources as compared to those fungi that produce biosynthetically complex toxins of their own.
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  • 17
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    Journal of chemical ecology 15 (1989), S. 285-290 
    ISSN: 1573-1561
    Keywords: Amyelois transitella ; Lepidoptera ; Pyralidae ; citrus ; flavones ; growth inhibition ; host-plant resistance ; navel orangeworm ; nobiletin ; orange ; tangeretin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A series of flavones with widely varying degrees of substitution was fed to neonate larvae of the navel orangeworm. Growth of navel orangeworm larvae is inhibited by 5-methoxy flavones and flavone itself; 5-hydroxy flavones do not inhibit growth. Host resistance of citrus fruit to attack by the navel orangeworm might be due to the 5-methoxy flavones that occur in the peels.
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  • 18
    ISSN: 1573-1561
    Keywords: Heliothis virescens ; Lepidoptera ; Noctuidae ; hairpencil glands ; male-produced compounds ; hexadecanyl acetate ; hexadecanol ; (Z)-11-hexadecenyl acetate ; octadecanyl acetate ; octadecanol ; tetradecanoic acid ; hexadecanoic acid ; octadecanoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of the intact hairpencil glands and hairs from the hairpencil glands of males ofHeliothis virescens (F.) were analyzed by capillary gas chromatography (GC) and by GC-mass spectroscopy. These analyses indicated that hexadecanyl acetate (212.4 ng/male), hexadecanol (22.3 ng/male), (Z)-11-hexadecenyl acetate (3.5 ng/male), octadecanyl acetate (14.2 ng/male) octadecanol (7.5 ng/male), tetradecanoic acid (2.7 ng/male), hexadecanoic acid (22.3 ng/male), and octadecanoic acid (6.5 ng/male) were present in the extracts. These compounds also were found in volatiles released from the hairpencil glands. In addition, GC analysis using both polar and apolar capillary columns indicated that extracts of the glands and extracts of the hairs from the hairpencil glands contained small amounts of tetradecanyl acetate, (Z)-9-tetradecenyl acetate, tetradecanol, (Z)-7-hexadecenyl acetate, (Z)-9-hexadecenyl acetate, and (Z)-11-hexadecenol. No (Z)-9-tetradecenal was present. Studies indicated that titers of the compounds increased rapidly during the 36 hr after adult eclosion and then leveled off, being maintained at high levels until released when the glandular hairs were exposed. During exposure of the hair pencils substantial amounts of the compounds were released. In vivo application of 500 ng of suspensions of (Z)-11-hexadecenyl acetate, (E)-11-hexadecenyl acetate, (Z)-11-tetradecenyl acetate, or (E)-11-tetradecenyl acetate in dimethyl sulfoxide to the surface of the denuded hairpencil gland showed that biosynthesis proceeds to the alcohol via the acetate.
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  • 19
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    Journal of chemical ecology 15 (1989), S. 439-446 
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Papilio polyxenes ; Papilio troilus ; Papilionidae ; Heliothis zea ; noctuidae ; myristicin ; safrole ; xanthotoxin ; mixed-function oxidase inhibition ; methylenedioxyphenyl
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Caterpillars ofPapilio polyxenes, the black swallowtail, feed on umbellifers that contain both toxic furanocoumarins and methylenedioxyphenyl compounds such as myristicin and safrole. These phytosynergists enhance the toxicity of furanocoumarins by inhibiting mixed-function oxidases (MFOs), the detoxification enzymes responsible for metabolizing furanocoumarins. In model substrate assays, MFOs fromP. polyxenes are twice as active as MFOs fromHeliothis zea, a generalist herbivore not adapted to feeding on either furanocoumarins or furanocoumarin/phytosynergist combinations.P. polyxenes MFOs are 10 and 46 times less sensitive to inhibition by myristicin and safrole, respectively, thanH. zea MFOs and eight times less sensitive to inhibition by safrole than MFOs fromPapilio troilus, a closely related species that does not encounter furanocoumarin/phytosynergist combinations in its diet. Higher MFO activity and decreased sensitivity to MFO inhibitors are important adaptations that allow black swallowtail caterpillars to feed on many umbelliferous plants.
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  • 20
    ISSN: 1573-1561
    Keywords: (Z,Z)-7,9-Dodecadienyl acetate ; pheromone ; sex attractant ; attraction inhibitors ; olfactory receptors ; Epinotia tedella ; Epinotia spp. ; Tortricidae ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z,Z)-7,9-dodecadienyl acetate, a reported male attractant for several New World spp. ofEpinotia, was identified as the primary pheromone of femaleE. tedella (European spruce budmoth) through chemical analysis of pheromone gland washes, the electrophysiological study of male antennal receptor types, and field-trapping tests. The washes contained this compound at a level of approximately 0.4 ng per FE, along with a similar amount of the corresponding alcohol, (Z,Z)-7,9-dodecadien-1-ol. Each compound activated its own specialized type of male receptor cell. No traces of stereoisomers or monoenes were found in the washes. In field-trapping tests conducted in stands of Norway spruce in southern Germany, (Z,Z)-7,9-do-decadienyl acetate as a single chemical proved highly attractive to maleE. tedella over a range of lure doses. The corresponding alcohol or aldehyde did not show attractivity; rather, in binary combinations with the primary pheromone, these compounds, and also the (E,Z)-7,9 stereoisomeric acetate, reduced captures. A 10∶1 blend of (E)-9- and (Z)-9-dodecenyl acetates, reported as anE. tedella male attractant, did not reveal significant captures. No otherEpinotia spp. besidesE. tedella responded to the various 7,9-do-decadienyl test baits during this study.
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  • 21
    ISSN: 1573-1561
    Keywords: Pedicularis semibarbata ; Scrophulariaceae ; Lupinus fulcratus ; Fabaceae ; Euphydryas editha ; Lepidoptera ; Nymphalidae ; herbivory ; quinolizidine alkaloids ; isolupanine ; oviposition ; parasitic plants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pedicularis semibarbata is apparently an obligate hemiparasite of coniferous trees. It is also a facultative parasite ofLupinus fulcratus from which we find that it obtains quinolizidine alkaloids, principally α-isolupanine. As a result, a single population ofP. semibarbata contains both alkaloidrich and alkaloid-free plants. The butterflyEuphydryas editha naturally oviposits on both plant types. This butterfly population, which is the principal herbivore attackingP. semibarbata at this site, is known to contain two morphs. Individuals of a specialist morph discriminate when ovipositing among individualP. semibarbata plants and produce offspring that survive better on accepted than on rejected plants. Those of a generalist morph accept allP. semibarbata plants and produce offspring that survive equally well on plants accepted or rejected by the discriminating morph. Because of the existence of this complex variation among the butterflies, the presence of naturally laid eggs on alkaloid-containing plants still leaves the possibility that the alkaloids may defend the plants against the specialist morph. In experiments on both oviposition preference and larval performance in early instars, we failed to detect any correlation between alkaloid content of a plant and either its acceptability to or suitability for the discriminating morph of the insect. Alkaloid presence in the host-plant population, achieved through root parasitism, is currently neither subject to strong insect-mediated selection nor a major cause of selection on the insects.
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  • 22
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    Journal of chemical ecology 15 (1989), S. 2647-2659 
    ISSN: 1573-1561
    Keywords: Pink bollworm ; Pectinophora gossypiella ; Lepidoptera ; Gelechiidae ; sex pheromone ; genetics ; heritability ; pheromone response ; (Z, E)-hexadecadienyl acetate ; (Z, Z)-7,11-hexadecadienyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Heritability of variation in male pheromone response by pink bollworm moths,Pectinophora gossypiella (Saunders), was examined using a still-air, wing-fanning bioassay. Heritability (±SE) of overall responsiveness, as measured by the mean duration of wing fanning to the blend of pheromone components produced by females [44∶56 ratio of (Z, E)- to (Z, Z)-7,11-hexadecadienyl acetate], was 0.385 ± 0.095. Heritabilities of wingfanning duration to blends with 25 and 65%Z, E isomer were 0.377 ± 0.113 and −0.145 ± 0.103, respectively. These findings indicate an asymmetry in the genetic component of variation in response to pheromone blends with high and low proportions of theZ, E isomer. An index of response specificity for individual males was developed based on the response to an off-blend (either 25 or 65%Z, E isomer) relative to the response to the 44%Z, E blend. Heritabilities of response specificity were 0.117 ± 0.059 and −0.043 ± 0.067 for the 25 and 65%Z, E blends, respectively.
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  • 23
    ISSN: 1573-1561
    Keywords: Polyphenol oxidase ; peroxidase ; digestibility reduction ; plant-insect interactions ; phenolic-protein binding ; chlorogenic acid ; Heliothis zea ; Spodoptera exigua ; Lepidoptera ; Noctuidae ; Lycopersicon esculentum ; host-plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The foliage and fruit of the tomato plantLycopersicon esculentum contains polyphenol oxidases (PPO) and peroxidases (POD) that are compartmentally separated from orthodihydroxyphenolic substrates in situ. However, when leaf tissue is damaged by insect feeding, the enzyme and phenolic substrates come in contact, resulting in the rapid oxidation of phenolics to orthoquinones. When the tomato fruitwormHeliothis zea or the beet army-wormSpodoptera exigua feed on tomato foliage, a substantial amount of the ingested chlorogenic acid is oxidized to chlorogenoquinone by PPO in the insect gut. Additionally, the digestive enzymes of the fruitworm have the potential to further activate foliar oxidase activity in the gut. Chlorogenoquinone is a highly reactive electrophilic molecule that readily binds cova-lently to nucleophilic groups of amino acids and proteins. In particular, the —SH and —NH2 groups of amino acids are susceptible to binding or alkylation. In experiments with tomato foliage, the relative growth rate of the fruitworm was negatively correlated with PPO activity. As the tomato plant matures, foliar PPO activity may increase nearly 10-fold while the growth rate of the fruitworm is severely depressed. In tomato fruit, the levels of PPO are highest in small immature fruit but are essentially negligible in mature fruit. The growth rate of larvae on fruit was also negatively correlated with PPO activity, with the fastest larval growth rate occurring when larvae fed on mature fruit. The reduction in larval growth is proposed to result from the alkylation of amino acids/protein byo-quinones, and the subsequent reduction in the nutritive quality of foliage. This alkylation reduces the digestibility of dietary protein and the bioavailability of amino acids. We believe that this mechanism of digestibility reduction may be extrapolatable to other plant-insect systems because of the ubiquitous cooccurrence of PPO and phenolic substrates among vascular plant species.
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  • 24
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    Journal of chemical ecology 15 (1989), S. 309-315 
    ISSN: 1573-1561
    Keywords: Xanthotoxin ; Heliothis zea ; Lepidoptera ; Noctuidae ; myristicin ; fagaramide ; safrole ; isosafrole ; synergism ; phytosynergist ; phototoxicity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The methylenedioxyphenyl-containing (MDP) inhibitors of mixed-function oxidase detoxification enzymes, myristicin, safrole, fagaramide, and isosafrole, occur with xanthotoxin or other toxic furanocoumarins in plants of the families Umbelliferae and Rutaceae. All four MDP compounds have a synergistic effect on the toxicity of xanthotoxin toHeliothis zea. Myristicin also increased the phototoxicity of xanthotoxin in the presence of UV light. The term phytosynergist is used to describe plant compounds that are present at concentrations producing no toxic effect by themselves but have a synergistic effect on cooccurring toxins.
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  • 25
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Noctuidae ; Heliothis zea ; Spodoptera exigua ; Lycopersicon esculentum ; tomato ; saponin ; glycoalkaloid ; tomatine ; cholesterol ; developmental sensitivity ; nutritional indices ; allelochemical interactions ; host-plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of tomatine on larval growth ofHeliothis zea andSpodoptera exigua was assessed by rearing larvae on diets with different concentrations of the chemical added. When reared from neonates, linear dose-response relationships were obtained for both species, withS. exigua being three times more sensitive to tomatine thanH. zea. Tomatine toxicity was completely alleviated inH. zea by the addition of equimolar cholesterol into the diet; however, inS. exigua some toxicity was maintained. Larvae ofS. exigua that were started on control diet were insensitive to tomatine after five days; larvae started on diet with an EC50 of tomatine and then switched to control diet after five days failed to recover from toxicosis. Larval growth ofH. zea, on the other hand, was affected both at the neonate and third-instar stage, but normal growth resumed when the larvae were transferred to control diet. Tomatine had little or no affect on food consumption, assimilation, or dietary utilization of the food by third-instar larvae ofS. exigua, except at a concentration 10 times the EC50. In contrast, the efficiency of food utilization ofH. zea larvae decreased with increasing tomatine concentrations. Assimilation of the food tended to increase, although not significantly, as tomatine levels increased. Food consumption ofH. zea larvae also increased when the tomatine concentration was greater than an EC50. The addition of equimolar cholesterol to diets with an EC50 of tomatine restored weight gain and nutritional indices values to control values. These results are related to the utility of using tomatine in host-plant resistance programs.
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  • 26
    ISSN: 1573-1561
    Keywords: Zeiraphera canadensis ; spruce budmoth ; (E)-9-tetradecenyl acetate ; sex pheromone ; Lepidoptera ; Tortricidae ; Eucosminae ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The analyses of virgin female sex pheromone gland extracts by gas chromatography (GC), GC-electroantennographic detection (GC-EAD) and GC-mass spectrometry (GC-MS) followed by field-trapping experiments, have identified (E)-9-tetradecenyl acetate (E9–14:Ac) as the primary sex pheromone component of the spruce budmoth,Zeiraphera canadensis. Dosages of 1.0–100.0 ⧎g ofE9–14:Ac impregnated in rubber septa provide effective trap baits.
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  • 27
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    Journal of chemical ecology 15 (1989), S. 863-873 
    ISSN: 1573-1561
    Keywords: European com borer ; Ostrinia nubilalis ; Pyralidae ; Lepidoptera ; (Z)-9-tetradecenyl acetate ; pheromone ; flight tunnel
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Behavioral responses of males from three New York races of European corn borer,Ostrinia nubilalis (Hübner), to various suspected sexpheromone-response antagonists were investigated with a flight tunnel protocol. Males from a bivoltine (Z) race and from a univoltine (Z) race utilizing a natural pheromone blend of 98∶2 (Z)-∶(E)-11-tetradecenyl acetates and males from a bivoltine (E) race utilizing a 1∶99 (Z)-∶(E)-11-tetradecenyl acetate ratio were flown to their natural blends and to blends containing 1 % of one of the following additional compounds: Z9–12∶OAc,E9–12∶OAc,Z9–14∶OAc, andE9–14∶OAc. In each race, the added components lowered significantly the number of individuals completing the behavioral sequence. The only exception was bivoltineE males flown to a blend withE9–12∶OAc added. The number completing the sequence in this case was statistically not significantly lower than the number that completed the sequence to the standard blend. In all three races, theZ9–14∶OAc produced the most dramatic reduction in completed flights, and in the univoltineZ race, this added component was significantly more effective in reducing completed flights than any other added component. The response to the Z9–14∶OAc is understandable given recently published findings of an electrophysiological study of single sensilla in the European corn borer.
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  • 28
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    Journal of chemical ecology 15 (1989), S. 819-853 
    ISSN: 1573-1561
    Keywords: Asclepias syriaca ; biogeography ; cardenolide fingerprint ; chemical defense ; Danaus plexippus ; Lepidoptera ; Danaidae ; emetic potency ; migration ; milkweed ; monarch butterfly ; plant-herbivore interaction ; predation ; sequestration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Monarch butterfly,Danaus plexippus (L.), larvae were collected during August 1983 from the common milkweed,Asclepias syriaca L., across its extensive North American range from North Dakota, east to Vermont, and south to Virginia. This confirms that the late summer distribution of breeding monarchs in eastern North America coincides with the range of this extremely abundant milkweed resource. Plant cardenolide concentrations, assayed by spectrophotometry in 158 samples from 27 collection sites, were biased towards plants with low cardenolide, and ranged from 4 to 229 μg/ 0.1 g dry weight, with a mean of 50 μg/0.1 g. Monarch larvae reared on these plants stored cardenolides logarithmically, and produced 158 adults with a normally distributed concentration range from 0 to 792 μg/0. l g dry butterfly, with a mean of 234 μg/0.1 g. Thus butterflies increased the mean plant cardenolide concentration by 4.7. The eastern plants and their resultant butterflies had higher cardenolide concentrations than those from the west, and in some areas monarchs sequestered more cardenolide from equivalent plants. Plants growing in small patches had higher cardenolide concentrations than those in larger patches, but this did not influence butterfly concentration. However, younger plants and those at habitat edges had higher cardenolide concentrations than either older, shaded, or open habitat plants, and this did influence butterfly storage. There were no apparent topographical differences reflected in the cardenolides of plants and butterflies. Twenty-eight cardenolides were recognized by thin-layer chromatography, with 27 in plants and 21 in butterflies. Butterflies stored cardenolides within the more polar 46% of the plantR d range, these being sequestered in higher relative concentrations than they occurred in the plants. By comparison with published TLC cardenolide mobilities, spots 3, 4, 9, 16, 24 or 25, 26, and 27, may be the cardenolides syrioside, uzarin, syriobioside, syriogenin, uzarigenin, labriformidin, and labriformin, respectively. Cochromatography with cardenolide standards indicated that desglucosyrioside did not occur in the plants but did occur in 70% of the butterflies, and aspecioside was in 99% of the plants and 100% of the butterflies. The polar aspecioside was the single most concentrated and diagnostic cardenolide in both plants and butterflies. ButterflyR d values were dependent on those of the plant, and both showed remarkable uniformity over the range of areas sampled. Thus contrary to previous reports,A. syriaca has a biogeographically consistent cardenolide fingerprint pattern. The ecological implications of this for understanding the monarch's annual migration cycle are significant.
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  • 29
    ISSN: 1573-1561
    Keywords: Nicotiana sp. ; Rapandae ; trichomes ; nicotine ; alkaloids ; Manduca sexta ; Lepidoptera ; Sphingidae ; acylnornicotines
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A model system involving severalNicotiana species containing novel nicotine alkaloids was used to study heritability and expression of alkaloid production in leaf trichomes. The three species that comprise the section Repandae (N. repanda, N. stocktonii, andN. nesophila) were hybridized with eitherN. tabacum orN. sylvestris (neither of which producesN-acylnornicotine). The progeny of the hybrid with sylvestris produced theN-acylnornicotines at a level found in the Repandae parent.Nicotiana repanda was crossed toN. tabacum, and the F2 progeny produced the alkaloid at the same level as the original Repandae parent. Inheritance of the ability to acylate nornicotine in Repandae species is inherited in hybrids in a dominant manner These and other data obtained suggest that theN-acyltransferase that acylates nornicotine in Repandae species inherited in hybrids is in a dominant manner and that the regulatory sequence(s) for the gene is expressed in leaf trichomes when the gene is in a foreignNicotiana background.
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  • 30
    ISSN: 1573-1561
    Keywords: Corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; pheromone ; (Z)-11-hexadecen-1-ol ; laboratory rearing
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of ovipositor extracts of lab-reared (〉 120 generations) and wildHeliothis zea indicated small but significant differences in the percent composition of the four aldehyde components of the sex pheromone. (Z)-11-hexadecen-1-ol (Z11–16∶OH) was present in both populations and amounted to only 2.8% of the total pheromone. There was no significant difference in four of the six behavioral categories between lab-reared and wild males exposed to the four-component sex pheromone in the flight tunnel. Ninety and 84% males flew to the pheromone source, respectively. However, with the addition ofZ11–16∶OH to the pheromone blend, none of the wild males flew upwind to the stimulus source, whereas 36% of the lab-reared males completed the flight. It is suggested that prolonged inbreeding in closed quarters rendered these males less discriminating to qualitative differences in a pheromone blend.
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  • 31
    ISSN: 1573-1561
    Keywords: Hydraecia micacea ; Lepidoptera ; Noctuidae ; potato stem borer ; sex pheromones ; field trapping ; reproductive behavior ; tetradecenyl acetate ; (Z)-9-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Behavior of males ofHydraecia micacea (Esper) responding to virgin females and to synthetic pheromone blends were investigated in a laboratory wind tunnel. The synthetic blend consisted of saturated 14∶Ac (68.9%),Z9–14∶Ac (3.4%),E11–14∶Ac (14.6%), andZ11–14∶Ac (13.1%). Virgin females were significantly better lures than the four-component synthetic blend for most behaviors. By deleting components individually from the four-component blend,Z9–14∶Ac,Z11–14∶Ac, and saturated 14∶Ac were found to be necessary for communication butE11–14∶Ac was found to have no effect on typical pheromone-mediated reproductive behaviors. Close-range studies suggested that chemicals of low volatility, released from moths, were important in eliciting copulation attempts. Field studies reinforced laboratory findings regarding the effectiveness of different lures and indicated thatHeliothis traps were the most effective for monitoring.
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  • 32
    ISSN: 1573-1561
    Keywords: Spodoptera exempta ; Lepidoptera ; Noctuidae ; sex pheromone ; (Z)-9-tetradecenal ; (Z)-9-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate ; (Z,E)-9,12-tetradecadienyl acetate ; (Z)-9-tetradecen-1-ol ; (Z)-11-hexadecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ovipositor washings from virgin femaleSpodoptera exempta (Walker) (Lepidoptera: Noctuidae) were analyzed by high-resolution gas chromatography (GC) linked to a male electroantennogram (EAG). GC retention times of the two major EAG responses observed were consistent with their assignment as (Z)-9-tetradecenyl acetate and (Z,E)-9,12-tetradecadienyl acetate, as previously identified. However, three other EAG responses were also noted that had GC retention times consistent with (Z)-9-tetradecenal, (Z)-9-tetradecen-1-o 1, and (Z)-11-hexadecenyl acetate. The components were present in the ratio of 100∶5∶1.5∶3.5∶4, respectively. Further analysis of the ovipositor washings by GC linked to a mass spectrometer (GC-MS) confirmed these findings and indicated the presence of a sixth component consistent with (Z)-11-tetradecenyl acetate present at 2 % of the major component. In field tests carried out in Kenya, (Z)-11-hexadecenyl acetate was the only newly identified component to enhance the catch of the original two-component mixture when presented in their natural ratio. The addition of (Z)-9-tetradecen-1-ol reduced catch, while (Z)-9-tetradecenal and (Z)-11-tetradecenyl acetate had no apparent effect.
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  • 33
    ISSN: 1573-1561
    Keywords: Mountain-ash bentwing ; Leucoptera scitella ; Lepidoptera ; Lyonetidae ; (R,R)-5,9-dimethylheptadecane ; (R,S)-5,9-dimethylheptadecane ; (S,R)-5,9-dimethylheptadecane ; (S,S)-5,9-dimethylheptadecane ; 5,9-dimethylhexadecane ; trapping ; behavior ; sex pheromone ; asymmetric synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Among the pure stereoisomers of 5,9-dimethylheptadecane, a previously identified sex pheromone component ofLeucoptera scitella L., only theS,S isomer yielded trap captures in the field. The addition of the other stereoisomers had no effect on cathes. The addition of low percentages of racemic 5,9-dimethylhexadecane, a previously identified minor component in the sex pheromone, did not influence trap catches or alter behavior of males approaching an attractant source in the field.
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  • 34
    ISSN: 1573-1561
    Keywords: Campoletis sonorensis ; Hymenoptera ; Ichneumonidae ; Heliothis zea ; Lepidoptera ; Noctuidae ; 2-tridecanone ; trichomes ; Lycopersicon hirsutum f.glabratum ; tomato ; plant defense ; allelochemical
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Greenhouse-grown plants of five tomato lines varying in their level of 2-tridecanone-mediated resistance toManduca sexta (L.) andLeptinotarsa decemlineata (Say) were found to adversely affect larvae ofCampoletis sonorensis (Cameron), a larval endoparasitoid ofHeliothis zea (Boddie), in a manner directly related to their level of resistance. The parasitoid larvae, which emerge as fifth instars from their host and construct a cocoon on the foliage of their hosts' host plant, suffered extensive mortality during cocoon spinning on highly resistant foliage. Mortality was greatest (82%) on the highly resistant plants ofLycopersicon hirsutum f.glabratum (accession PI 134417) and an F1 backcross [(L. esculentum × PI 134417) × PI 134417] selection. Mortality was intermediate (40 and 28%, respectively) on backcross selections with moderate and low levels of resistance and least (8%) on susceptibleL. esculentum. Removal of the glandular trichomes, which contain 2-tridecanone in their tips, from the foliage eliminated differences in parasitoid mortality among plant lines. Bioassays of 2-tridecanone indicated that it is acutely toxic to fifth instarC. sonorensis larvae at the quantities associated with highly resistant foliage and produces symptoms identical to those observed on resistant foliage. 2-Undecanone, a second methyl ketone present in the glandular trichomes of resistant foliage, was also toxic toC. sonorensis larvae, but significantly less so than 2-tridecanone. The results support the hypothesis that 2-tridecanone is responsible for the observed mortality ofC. sonorensis larvae during cocoon construction on resistant foliage.
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  • 35
    ISSN: 1573-1561
    Keywords: Fluorinated pheromone analog ; western spruce budworm ; Choristoneura occidentalis ; Lepidoptera ; Tortricidae ; electroantennogram ; wind tunnel ; toxicity ; (E)-14-fluorotetradec-11-en-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract ω-Fluorinated (E)-11-tetradecenal (14F-E11-14: Al) was synthesized using 1,10-decanediol as a starting compound. Male and female western spruce budworm,Choristoneura occidentalis Freeman, moths exposed to 14F-E11-14: Al had LC50s (CI) of 12.0 (7.4–19.5) µg and 41.7 (22.7–76.2) µg, respectively. Antennectomized moths had lower mortality rates than normal moths. 14F-E11-14:Al elicited slightly lower amplitudes than 97:3 (E/Z)-11-tetradecenal (E/Z11-14:Al) in electroantennogram studies, but the lag or recovery period following excitation by 14F-E11-14:Al was much lower than forE/Z11-14:Al at the same concentrations. 14F-E11-14:Al andE11-14:Al evoked similar responses from male moths in wind-tunnel evaluations but neither compound was as effective as a virgin female in stimulating moths to fly upwind to contact the lure.
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  • 36
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    Journal of chemical ecology 15 (1989), S. 141-168 
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Braconidae ; Microplitis croceipes ; Heliothis zea ; Lepidoptera ; Noctuidae ; anemotaxis ; parasitoid ; jet plumes ; optomotor response ; semiochemicals
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Odor-mediated host-searching by femaleMicroplitis croceipes, a braconid endoparasitoid of larvalHeliothis species, was studied in a flight tunnel. Volatiles emitted by third-instarH. zea feeding on cowpea seedling leaves were released and carried with the wind, resulting either in an irregularly shaped plume, or injected with high velocity, resulting in a conically shaped jet plume. Flight maneuvers ofM. croceipes had a higher stereotype in jet plumes compared to irregularly shaped plumes. Variation in odor concentration in jet plumes due to intermittent feeding of the host larvae did not affect the number of flights. At the levels employed, odor concentration did not alter the rate of upwind progress in jet plumes. Because air velocity inside a jet increases in the upwind direction,M. crocepies regulates its ground-speed during its approach to the odor source.
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  • 37
    ISSN: 1573-1561
    Keywords: Heliothis subflexa ; Lepidoptera ; Noctuidae ; attractant ; kairomone ; groundcherry ; Physalis angulatus ; flight tunnel bioassay ; plant-insect interaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mated femaleHeliothis subflexa (Gn.) (HS) moths 1–7 days old responded positively in a Plexiglas flight tunnel to an attractant extracted with methanol from fresh whole-leaf washes of groundcherry,Physalis angulata L. Response to the groundcherry extract, as indicated by plume-tracking (i.e., upwind flight toward the odor source) and contact with the chemical dispenser did not change significantly during the first 5 hr of scotophase. Overall, ca. 50% of the responding moths also landed on the chemical dispenser; ca. 50% of the moths that landed also deposited eggs. There were no significant differences in the behavioral responses of females mating only once and those that had mated two or more times. Virgin females and male moths were significantly less responsive to the groundcherry attractant than mated females. The flight tunnel bioassay described provides an excellent system for evaluating plant allelochemics associated with host-plant selection.
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  • 38
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    Journal of chemical ecology 15 (1989), S. 457-465 
    ISSN: 1573-1561
    Keywords: Sex pheromones ; Planotortrix excessana ; Lepidoptera ; Tortricidae ; leafroller ; intraspecific variation ; (Z)-5-tetradecenyl acetate ; (Z)-7-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two components, (Z)-5- and (Z)-7-tetradecenyl acetates, in the sex pheromone gland of aPlanotortrix excessana sibling species, were found to vary continuously from a ratio of 3∶97 to 71∶29 in individual female moths reared from wild larvae collected around New Zealand. Two laboratory colonies were established from populations representing extremes of these ratios. Although both the ratios and the total quantities of the components in individual female moths from both colonies were significantly different from each other, there was a small number of females that overlapped in both ratio and quantity. The variation was confirmed as intraspecific in a field cage experiment with male moths from both populations mating with tethered female moths from both populations.
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  • 39
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    Journal of chemical ecology 15 (1989), S. 2019-2029 
    ISSN: 1573-1561
    Keywords: Actias luna ; Lepidoptera ; Saturniidae ; detoxification enzymes ; enzyme induction ; glutathione transferase ; Juglandaceae ; juglone ; nutritional ecology ; plant-insect interactions ; quinone reductase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effects of food plant on larval performance and midgut detoxification enzymes were investigated in larvae of the luna moth,Actias luna. Neonate larvae were fed leaves of black cherry, cottonwood, quaking aspen, white willow, red oak, white oak, tulip tree, paper birch, black walnut, butternut, or shagbark hickory. First instar survival, larval duration, and pupal weights were monitored as indices of food quality. Midgut enzyme preparations from fifth instars were assayed for β-glucosidase, quinone reductase, polysubstrate monooxygenase, esterase, and glutathione transferase activities. Larval survival on seven of the 11 plant species, including several recorded host plants, was extremely poor. Larvae performed well, and quite similarly, on birch, walnut, butternut, and hickory. Activities of all enzyme systems except β-glucosidase were significantly influenced by larval host plant. Of the systems assayed, quinone reductase and glutathione transferase activities were especially high. Comparisons of these values with published values for other Lepidoptera support the hypothesis that these enzyme systems are involved in conferring tolerance to juglone and related quinones occurring in members of the plant family Juglandaceae. Results suggest that host plant utilization by luna is more specialized at the individual or population level than at the species level and that biochemical detoxification systems may play a role in such specialization.
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  • 40
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    Journal of chemical ecology 15 (1989), S. 2101-2113 
    ISSN: 1573-1561
    Keywords: Pieris rapae ; Trichoplusia ni ; Lepidoptera ; Pieridae ; Noctuidae ; proteases ; digestive enzymes ; proteinase inhibitors ; dietary protein requirement
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In their larval luminal midgut fluid,Trichoplusia ni (Lepidoptera: Noctuidae) andPieris rapae (Lepidoptera: Pieridae) contain endopeptidases as their primary proteases. Neither species has detectable exopeptidase activity. Studies using enzyme-specific substrates and inhibitors demonstrate that the endopeptidases are serine proteinases (both trypsinlike and chymotrypsinlike) with histidine at the active site. Optimal pH for the tryptic and chymotryptic activity is 8.5 and 8.0, respectively, forT. ni. and 8.0 and 9.0, respectively, forP. rapae. The efficiency of proteolytic digestion (as measured by the rate of in vitro digestion of a standard protein by the midgut luminal fluid) is positively correlated with the larval dietary protein requirement and is significantly influenced by the ratios of tryptic to chymotryptic activity present in the gut lumen of these two species of Lepidoptera.
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  • 41
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    Journal of chemical ecology 15 (1989), S. 2161-2169 
    ISSN: 1573-1561
    Keywords: Cabbage butterfly ; Pieris rapae ; Lepidoptera ; Pieridae ; Erysimum ; oviposition deterrent ; cardenolides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Avoidance ofErysimum cheiranthoides for oviposition byPieris rapae has been attributed to the presence of water-soluble deterrents. The active material was extracted inton-butanol and isolated by a series of HPLC separations. TLC of the active fraction and visualization of individual constituents with Kedde's reagent indicated that cardenolides are responsible for deterring oviposition. UV spectra were also characteristic of cardenolides. Bioassays of selected known cardenolides revealed a general lack of activity, except for cymarin, which was as strongly deterrent as the most prominent cardenolide isolated in pure form fromE. cheiranthoides. The results suggest that cardenolides in this plant can explain its escape from cabbage butterflies, but specific structural features of the glycosides are necessary for oviposition-deterring activity.
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  • 42
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    Journal of chemical ecology 15 (1989), S. 2233-2245 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Lepidoptera ; Noctuidae ; Heliothis peltigera ; capillary chromatography ; DMDS derivatization ; behavioral tests ; field work
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ten compounds were found in the sex pheromone glands ofHeliothis peltigera (Schiff) and identified as tetradecenal, (Z)-9-tetradecenal, (Z)-9-tetradecenol, (Z)-9-tetradecenyl acetate, hexadecanal, (Z)-7-hiexadecenal, (Z)-9-hexadecenal, (Z)-11-hexadecenal, (Z)-11-hexadecenol, and (Z)-11-hexadecenyl acetate. Behavioral tests in a wind tunnel and subsequent trapping studies conducted in the field indicated that (Z)-11-hexadecenal and (Z)-9-tetradecenal are the main pheromone components ofH. peltigera. Addition of (Z)-11-hexadecenol to the binary blend did not enhance the capture of males ofH. peltigera, but it decreased the number of males of the sympatricH. armigera. Rubber septa impregnated with a mixture of 2 mg (Z)-11-hexadecenal + 1 mg (Z)-9-tetradecenal + 0.6 mg (Z)-11-hexadecenol are recommended for monitoringH. peltigera.
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  • 43
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    Journal of chemical ecology 15 (1989), S. 121-128 
    ISSN: 1573-1561
    Keywords: Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; Meliaceae ; neem ; insecticides ; limonoids ; seed extracts
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hexane and ethanol extracts of seeds from 10 plant species (including neem—Azadirachta indica A. Juss.) of the family Meliaceae were incorporated into artificial diet at various doses and fed to fall armyworm [Spodoptera frugiperda (J. E. Smith) (Lepidoptera: Noctuidae)] larvae in nochoice tests. All produced significant mortality, reduced larval growth rate, increased time to pupation, or all three, at some concentration. The two highest doses of all of the ethanol extracts caused 100% mortality before pupation, but the hexane extracts tended to be less effective.Aglaia cordata Hiern. ethanol extract was as potent as the comparable neem seed extract at virtually all levels, and its hexane extract was active at much lower concentrations than the neem extract was. The sublethal effects (slower growth and increased time to pupation) were usually detectable at lower doses of extract than mortality was.
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  • 44
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Tortricidae ; Croesia curvalana ; blueberry leaftier moth ; sex pheromone components ; (E)-11-tetradecenal ; (Z)-11-tetradecenal ; (E)-11-tetradecenyl acetate ; (Z)-11-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The GC-MS and GC-EAD analyses of sex-gland components and sex-gland-released volatiles have identified (E)- and (Z)-11-tetradecenal (90∶10) and (E)- and (Z)-11-tetradecenyl acetate (85∶15) as components of the sex pheromone chemical communication system ofCroesia curvalana (Kearfott). The aldehyde-to-acetate ratio of 9∶1 was found in the gland-released components. This blend at a 0.1–1 μg/day release rate from PVC lures was shown to be as effective as virgin females in the trapping of maleC. curvalana.
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  • 45
    ISSN: 1573-1561
    Keywords: Pine beauty moth ; Panolis flammea ; Lepidoptera ; Noctuidae ; sex attractant ; monitoring trap ; chemoorientation ; odor plume ; trap interference
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Catches of malePanolis flammea in traps baited with lures containing 25 μg of sex attractant are enhanced when in the proximity of traps baited with 125-μg lures. The degree of enhancement is increased as the intertrap distance is decreased, and when the low-dose trap is upwind of the high-dose one. The patterns of alteration in trap catch suggest that moths initially attracted by one lure may divert into other traps, which may be either upwind of the original trap (“overshooting”), or downwind (“undershooting”). “Overshooting” can result in up to fivefold increases in catch and may provide a useful method for estimating the attractant zone of particular lure/trap combinations.
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  • 46
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    Journal of chemical ecology 15 (1989), S. 2565-2575 
    ISSN: 1573-1561
    Keywords: Oviposition stimulant ; host selection ; butterfly ; Lepidoptera ; Papilionidae ; Atrophaneura alcinous ; Aristolochia debilis ; aristolochic acid ; sequoyitol ; Synergist
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oviposition stimulants of an Aristolochiaceae-feeding swallowtail butterfly,Atrophaneura alcinous, were isolated from the leaves ofAristolochla debilis and characterized as a mixture of aristolochic acids and sequoyitol. An artificial blend of these components applied to filter paper induced a significant oviposition response by the female butterflies, identical to that elicited by intact leaves of theAristolochia host plant.
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  • 47
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    Journal of chemical ecology 15 (1989), S. 2625-2634 
    ISSN: 1573-1561
    Keywords: Pheromone ; disruption ; atmospheric permeation ; neurophysiology ; Heliothis zea (Boddie) ; Noctuidae ; Lepidoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract For some species, chemical analogs have been identified that can substitute for the major pheromone component and reduce pheromone-trap captures in atmospheric permeation experiments. The ability to substitute these analogs for the major pheromone component in field tests raises the question: Do the same set of olfactory receptor neurons on the insects' antennae respond to both the major component and the effective structural analogs? To investigate this question, extracellular responses were recorded from single sensilla on the antennae of maleHeliothis zea (Boddie) (Lepidoptera: Noctuidae) to stimulation with increasing doses of (Z)-11-hexadecenal, the major pheromone component, (Z)-9-tetradecen-1-ol formate, and (Z)-1,12-heptadecadiene. Both (Z)-9-tetradecen-1-ol formate and (Z)-1,12-heptadecadiene can substitute for (Z)-11-hexadecenal in trap disruption experiments and affect the sexual behavior of males, although neither has been identified in the volatiles released by calling females. All three compounds elicited responses from the same class of pheromone-sensitive receptor neurons over a range of stimulus concentrations. At equivalent stimulus concentrations, however, (Z)-11-hexadecenal elicited about a 10-fold greater response than (Z)-1,12-heptadecadiene. (Z)-9-Tetradecen-1-ol formate elicited a response slightly higher than, but not significantly different from, the response to (Z)-1,12-heptadecadiene.
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  • 48
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    Journal of chemical ecology 15 (1989), S. 47-60 
    ISSN: 1573-1561
    Keywords: Cisseps fulvicollis ; Ctenucha virginica ; Halysidota tessellaris ; hydroxydanaidal ; pyrrolizidine alkaloids ; Eupatorium maculatum ; Lepidoptera ; Arctiidae ; Ctenuchinae ; coremata ; male pheromones ; attractants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adults of three species of arctiid moths (Cisseps fulvicollis, Ctenucha virginia, andHalysidota tessellaris) are attracted to plants that contain pyrrolizidine alkaloids (PAs). The moths use olfactory cues to locate these plants, then feed on leaves, flowers, and roots with the proboscis. To investigate the chemical basis of attraction, sticky traps were baited with roots of a PA-containing plant,Eupatorium maculatum, alkaloids ofE. maculatum, and several derivatives of these alkaloids. Volatile derivatives of the bicyclic pyrrolizidine skeleton attracted all three arctiid species. The dihydropyrrolizines, (S)-(+)-hydroxydanaidal and (R)-(−)-hydroxydanaidal, proved to be the most attractive compounds tested, accounting for over 70% of the moths captured. Different alkaloid derivatives attracted different proportions of male and femaleCisseps. Both (S)-(+)-hydroxydanaidal (52% male) and (R)-(−)-hydroxydanaidal (71% male) attracted a significantly lower percentage ofCisseps males thanE. maculatum roots (87% male).Cisseps males possess eversible scent organs (coremata) that are displayed during courtship. Analysis of corematal extracts revealed the presence of hydroxydanaidal.Cisseps moths thus resemble danaine and ithomiine butterflies, both in their attraction to PA sources and in the presence of PA derivatives in the male scent organs.
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  • 49
    ISSN: 1573-1561
    Keywords: European corn borer ; Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; corn ; DIMBOA ; 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one ; tritiated DIMBOA ; toxicokinetics ; topical application ; body burden ; growth
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), the major hydroxamic acid present in corn, and its tritiated derivative, were prepared synthetically for use in the determination of the toxicokinetics of this insect deterrent in the European corn borer (ECB),Ostrinia nubilalis. In growth studies with DIMBOA (0, 0.05, 0.2, and 0.5 mg/g diet), the mean time to pupation and adult emergence were significantly lengthened by an increase in concentration. Pupal and adult weights, for both female and male, decreased with an increase in concentration. Increased larval and pupal mortality occurred at the highest concentration of DIMBOA. DIMBOA, at concentrations of 0.2 and 0.5 mg/g diet, resulted in a decrease in the number of egg masses produced per female, and at 0.5 mg/g diet, in a decrease in the number of eggs per egg mass. Larvae fed from the neonate stage on a diet containing 0.2 mg [3H]- + [1H]DIMBOA/g diet showed an increase in the content of label from fourth to fifth instar, but levels declined at pupation and emergence. A large amount of the labeled compounds was excreted by the insect in the pupal case. In dose-related studies, both uptake and excretion increased with an increase in concentration of DIMBOA (0.05, 0.2, 0.4 mg/g diet), while a body burden (concentration in the tissues/concentration in the frass) of approximately 0.25 was maintained for all concentrations. At the highest dose of DIMBOA (0.4 mg/g), the ECB increased consumption, possibly to compensate for the toxic effects of the compound. In topical application studies, elimination of the labeled compound in the frass was rapid, reaching 65% by 4 hr and 88% by 48 hr. Accumulation of label in tissues other than hemolymph was low. The results show that the ECB does possess adaptive mechanisms to deal with the effects of this host-derived compound.
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  • 50
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    Journal of chemical ecology 15 (1989), S. 2347-2355 
    ISSN: 1573-1561
    Keywords: Black swallowtail ; Papilio polyxenes ; Lepidoptera ; Papilionidae ; microsomal cytochrome P450 ; induction ; xanthotoxin ; furanocoumarins ; plant defensive compounds
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Xanthotoxin is a phototoxic allomone found in many of the host plants of the black swallowtail,Papilio polyxenes (Lepidoptera: Papilionidae). When added to the diet of final instar larvae, xanthotoxin can induce the cytochrome P450 monooxygenase (P450) activity in midgut microsomes by which it is detoxified. Induction is dose-dependent, increasing sevenfold when larvae feed on parsley treated topically with xanthotoxin at 0.5 or 1.0% fresh weight. Although xanthotoxin exerts much of its toxic effects when photoactivated by ultraviolet light, induction of P450 activity did not differ in the presence or absence of ultraviolet light. Despite a 4.7-fold induction of xanthotoxin-metabolizing P450 activity, total P450 content measured in the same microsomal samples did not increase significantly. These data indicate that multiple forms of P450 exist in the black swallowtail midgut and that they are differentially induced by xanthotoxin.
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  • 51
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Cydia toreuta ; Lepidoptera ; Tortricidae ; Olethreutinae ; (E,Z)-8,10-dodecadienyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone ofCydia toreuta (Grote), the eastern pine seedworm, was investigated using electroantennogram (AG) measurements, gas chromatography (combined GC-FID-EAD) measurements, and field tests. (E,Z)-8,10-dodecadienyl acetate (E,Z8,10-12:Ac) and (E,E)-8,10-dodecadienyl actetate (E,E8,10-12: Ac) produced both the highest EAG and EAD responses. Only a single antennal stimulatory peak was observed when female abdominal tip extracts were analyzed by GC-FID-EAD, which corresponded exactly with that of authenticE,Z8,10-12: Ac. Field tests confirmedE,Z8,10-12: Ac as the major pheromone component. TheE,Z isomer by itself caught equivalent numbers of male moths as did caged females. The addition of theE,E isomer to theE,Z form increased trap catch, although not significantly (P = 0.05). The addition of (Z,Z)-8,10-dodecadienyl acetate to theE,Z isomer significantly (P=0.05) reduced trap catch, while the addition of (Z,E)-8,10-dodecadienyl acetate to theE,Z form also decreased trap catch, but not significantly (P=0.05).
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  • 52
    ISSN: 1573-1561
    Keywords: Mating behavior ; Parasitoids ; Cotesia (=Apanteles)marginiventris ; Hymenoptera ; Braconidae ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two blends of fall armyworm,Spodoptera frugiperda (J.E. Smith), pheromonal components were evaluated in the laboratory for possible close-range effects on mating and oviposition byCotesia marginiventris (Cresson). Neither a two- nor a five-component blend had any significant effect on mating or parasitization ofS. frugiperda larvae by this parasitoid. Dosages of 200, 400, and 800 μg were tested.
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  • 53
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: In this part properties and efficiency of the developed model1,2 are discussed. A variation of the parameters shows that vigorous effects are caused by the effective aggregation. All calculations show that at low conversion there are little temporal steps between the sequential aggregation steps. In the range of 5% to 20% conversion the velocity of aggregation decreases and the aggregative stability agrees with experiences given in the literature. It is shown that the calculated results are in agreement with the experimental results and therefore the presented model is a suitable possibility to describe the formation of some PVC-morphology properties.
    Notes: In der vorliegenden Arbeit werden die Eigenschaften des früher1,2 entwickelten Modells untersucht und diskutiert. Die Variation der Modellparameter zeigt einen großen Einfluß der Aggregationsprozesse auf die Subkornmorphologie. Bei niedrigen Monomerumsätzen ist das Zeitintervall zwischen zwei aufeinanderfolgenden Aggregationsschritten sehr klein, so daß für das Teilchenwachstum die Geschwindigkeit der Aggregation der Unterstrukturen entscheidend ist. Im Bereich zwischen 5% und 20% Monomerumsatz sinkt die Aggregationsgeschwindigkeit sehr stark, so daß für das Teilchenwachstum zunehmend die Polymerisationsreaktion an Bedeutung gewinnt. Aggregative Stabilität wird nach dem Modell für einen Teilchengrößenbereich erhalten, der sich in Übereinstimmung mit experimentellen Daten aus der Fachliteratur befindet. Die berechneten Teilchengrößen entsprechen ebenfalls den in der Literatur publizierten experimentellen Werten, so daß das Modell eine gute Grundlage für die Beschreibung einiger morphologisch bestimmter Polymereigenschaften bildet.
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  • 54
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    Angewandte Makromolekulare Chemie 165 (1989), S. 21-34 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Es wurden unidirektionale Verbundwerkstoffe aus Novolakharz mit Kohlenstoff-Fasern gemäß der Prepreg-Methode verarbeitet. Das Novolakharz wurde durch Polymerisation von Phenol mit Formaldehyd (Mol-Verhältnis 1 : 0,82) und Oxalsäure als Katalysator (1,5 Gew.-% von Phenol) hergestellt. Die Härtung des Novolakharzes wurde mit Hexamethylentetramin (Hexa) durchgeführt, während das geeignete Verhältnis durch die IR-Spektroskopie bestimmt wurde.Es wurden Proben aus Novolak/Hexa (Gew.-Verhältnis 14: 1), verstärkt mit kommerziellen Kohlenstoff-Fasern, unter verschiedenen Bedingungen (z. B. verschiedene thermische Programme und verschiedene Verhältnisse von Novolakharz : Kohlenstoff-Fasern) hergestellt. Die mechanischen Eigenschaften der hergestellten Proben (wie Biegefestigkeit, Zugfestigkeit, usw.) wurden bestimmt, und ihre Struktur wurde mit Hilfe der Elektronenmikroskopie untersucht.Mit zunehmendem Volumenverhältnis der Kohlenstoff-Fasern werden nicht nur alle mechanischen Eigenschaften des verstärkten Materials verbessert, sondern auch sein Nutzungsgrad nimmt zu, und die Herstellungsbedingungen üben einen größeren Einfluß aus. Die mit dem gleichen Verhältnis von Kohlenstoff-Fasern (z. B. 15 Vol.-%) hergestellten Proben weisen mit zunehmendem Härtungsgrad des Novolaks verbesserte mechanische Eigenschaften auf. Der Häirtungsgrad des Novolaks während der Anfangsphase (Gel-Zeit) als auch während der Endphase (Nachhärtung) kann mit Hilfe der IR-Spektren des härtenden Novolaks verfolgt werden, während der Härtungsgrad der Zwischenphase nur indirekt aus den Werten der mechanischen Eigenschaften der entsprechenden Proben bestimmt werden kann.Aus der Korrelation zwischen den Herstellungsparametern und den mechanischen Eigenschaften der Proben ergeben sich optimale Bedingungen für die Verarbeitung in der Wärmepresse zur Herstellung von mit Kohlenstoff-Fasern verstärkten Novolakharzen (1. Phase: T1 = 125-145°C, t1 = 20 min - 1 h, ohne Druck; 2. Phase: T2 = 180-195°C, t2 = 40 min, P2 ≃ 1,5 kN /cm2).
    Notes: Unidirectional composite materials of novolac resin with carbon fibers were fabricated according to the prepreg method. Novolac resin was prepared by polymerization of phenol with formaldehyde (mole ratio 1 : 0.82) in the presence of oxalic acid as catalyst (1.5 wt.-% to phenol). The curing of novolac resin was performed with hexamethylenetetramine (hexa), while the appropriate proportion was determined by using the IR-spectroscopy.Specimens of novolac/hexa (weight ratio 14:1) reinforced with carbon fibers commercially available were fabricated under different conditions (e.g. different thermal programs and different proportions of novolac/carbon fibers). The mechanical properties of the fabricated specimens (like flexural strength, tensile strength, etc.) were determined and their structure was examined by scanning electron microscopy.By increasing the volume proportion of carbon fibers, not only all mechanical properties of the composite material were increased, but also their degree of utilization was increased and also the production conditions had greater influence. Concerning the specimens produced by the same proportion of carbon fibers (e.g. 15 vol.-%) their mechanical properties were improved by increasing the curing of novolac. The degree of curing of novolac during the initial phase (gel time) and during the ultimate phase (post-curing) can be followed with the aid of IR-spectra of the cured resin, while the degree of curing for the intermediate phase can be obtained only indirectly from the values of the mechanical properties of the corresponding specimens.From the correlation between the production parameters and the mechanical properties of the samples the optimal conditions for processing of the thermopress for the manufacture of carbon fiber reinforced novolac were concluded (1. phase: T1 = 125-145°C, t1 = 20 min - 1 h, without pressure; 2. phase: T2 = 180-195°C, t2 = 40 min, P2 ≃ 1,5 kN/cm2).
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  • 55
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    Angewandte Makromolekulare Chemie 165 (1989), S. 69-78 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: In dieser Arbeit interessieren wir uns für den Einfluß von Konzentration und Temperatur auf den elektrischen Widerstand eines Butyl-Kautschuks (IIR), der mit zwei Typen von Ruß (Hoch-Abrasion-Schmelzofen-Ruß (HAF) und Schnell-Extrusion-Hochofen-Ruß (FEF)) versetzt ist. Ergebnis war, daß die Leitfähigkeit bei niedrigem Rußgehalt hauptsächlich durch thermische Aktivierung der Ladungsträger erreicht wird. Bei mittleren Konzentrationen überwiegt der Tunnel-Mechanismus bei niedriger Temperatur, gefolgt von der thermischen Aktivierung bei relativ hoher Temperatur. Dies gilt für beide Rußarten. Das metallartige Verhalten bei Gemischen mit hoher Rußkonzentration kann sowohl der thermischen Ausdehnung der Tunnelwege zwischen Kohlenstoff-Agglomeraten als auch dem Zusammenbruch der Kohlenstoff-Agglomerate bei steigender Temperatur zugeschrieben werden.
    Notes: In this study we are interested in the effect of concentration and temperature on the electrical resistivity of butyl rubber (IIR) loaded with two types of carbon black, (namely, high abrasion furnace black (HAF), and fast extrusion furnace black (FEF)). It was found that the conductivity at low carbon black concentrations is mainly achieved by thermal activation of carriers. Tunneling mechanism at low termperature followed by thermal activation at relatively high temperature is found to be predominant for moderate concentrations for both carbon blacks. The metal-like behaviour which was observed in highly loaded compounds was attributed to both, the thermal expansion of the tunneling paths between carbon-carbon agglomerates and the breakdown of carbon agglomerates with temperature.
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  • 56
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    Angewandte Makromolekulare Chemie 165 (1989), S. 79-87 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Arbeit beschreibt die Synthese von Halogenderivaten des Phenylglycidylethers und die Möglichkeiten der Verwendung von diesen Komponenten als Flammverzögerer und reaktive Verdünnungsmittel für Epoxidharze.Mit Hilfe der Nelder-Mead-Simplexmethode wurden die besten Reaktionsbedingungen gefunden. Die so hergestellten Produkte zeichnen sich durch eine hohe Qualität aus und wurden mit einem niedermolekularen Epoxidharz gemischt und mit Diaminodiphenylmethan gehärtet.Die Viskosität von Harzgemischen und die Brennbarkeit der gehärteten Systeme wurden untersucht. Mit dem erhöhten Gehalt an Halogen (Chlor oder Brom) steigt die Viskosität, und die Brennbarkeit der Epoxide wird reduziert.
    Notes: This study deals with the synthesis of halogenated derivatives of phenyl glycidyl ether and with possibilities of their use as flame retardants and reactive diluents of epoxy resin.The best reaction conditions optimized by Nelder-Mead simplex method were found. The products of very high quality were prepared. They were mixed with a lowmolecular epoxy resin and cured by diamino diphenyl methane.The viscosity of the resin mixtures and limiting oxygen index of cured systems were determined. It was found that a higher content of halogen, both chlorine and bromine, causes increasing viscosity and reduced flammability of the epoxides.
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  • 57
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Durch Messungen von Tg, Tm und Tc (Trübungspunkt) wurden Phasendiagramme der vier verträglichen Polymermischungen von chlorierten isotaktischen Polypropylenen (Chlorgehalt 39,2 (CPP-40) und 49,8 Gew.-% (CPP-50)) mit Poly(ethylen-co-vinylacetat)en (Vinylacetatgehalt 40 (EVA-40) und 45 Gew.-% (EVA-45)) untersucht. Von den vier Mischungspaaren war die Mischung von CPP-50 mit EVA-40 am besten verträglich.
    Notes: By measuring Tg, Tm and Tc (cloud point) phase diagrams for the four miscible blends of chlorinated isotactic polypropylenes (chlorine content 39.2 (CPP-40) and 49.8 wt.-% (CP-50)) with Poly(ethylene-co-vinyl acetate)s (vinyl acetate contents 40 (EVA-40) and 45 wt.-% (EVA-45)) were investigated. The blend of CPP-50 with EVA-40 was the most compatible of the four blend pairs.
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  • 58
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Synthese und Charakterisierung von Kationenaustauschmembranen aus PE-PS-DVB-Interpolymeren für die Elektrolyse von Borax-Lösung zur Erzeugung von Borsäure und Natronlauge wurden durchgeführt und mit den Eigenschaften von im Handel erhältlichen Membranen („Nafion 324“ und „Permaplex C-20“) verglichen.
    Notes: The synthesis and the characterization of the PE-PS-DVB interpolymer cationexchange membranes in the electrolysis of borax solutions to produce boric acid and sodium hydroxide simultaneously was carried out. The characterization of the teflon based “Nafion 324” and polystyrene-DVB based “Permaplex C-20” membranes was also performed in the same system for comparison.The DVB contents were varied between 3 - 12% (by wt. in total monomers) and the increase of the cross-links resulted in the decrease of the water contents and ionexchange capacities of the membranes. The PE present in the membrane acted as a barrier for electroosmotic water transport. The membranes with high DVB contents showed better electrolysis performance due to their low water contents and low electroosmotic water transport properties. The use of the interpolymer membrane containing 11.6% DVB resulted in high current efficiency and high sodium cation dynamic transport number and worked satisfactorily at the process conditions of borax electrolysis.
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  • 59
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    Weinheim : Wiley-Blackwell
    Angewandte Makromolekulare Chemie 165 (1989), S. 125-131 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Aus Rizinusöl und difunktionellen Säuren, wie Oxal-, Malon-, Bernstein-, Glutar-, Adipin-, Suberin- und Sebacinsäure, wurden Prepolyester hergestellt. Diese Prepolyester (PPE) wurden anschließend mit Methylmethacrylat und 1% Ethylenglykoldimethacrylat als Vernetzer interpenetriert. Die Polymerisation wurde radikalisch mit Benzoylperoxid gestartet. Die neuen PPE/Polymethylmethacrylat (PMMA)-interpenetrierenden Netzwerke wurden als Pulver erhalten. Sie wurden durch ihr Löseverhalten, IR-Spektroskopie und ihr thermisches Verhalten charakterisiert.
    Notes: Prepolyesters were obtained from castor oil and dibasic acids, viz oxalic, malonic, succinic, glutaric, adipic, suberic and sebacic acid. These prepolyesters (PPE) were subsequently interpenetrated with methyl methacrylate containing 1% ethylene glycol dimethacrylate as crosslinker by radical polymerization initiated with benzoyl peroxide. The novel PPE poly(methyl methacrylate) PPE/PMMA interpenetrating polymer networks (IPNs) were obtained as powder. They were characterized by solubility behaviour, IR spectral study and thermal behaviour.
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  • 60
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: 2,4-Ionen, ein polymeres quartäres Ammoniumsalz, wurde auf einem makroporösen chlormethylierten Poly(Styrol-co-Divinylbenzol)-Harz (XAD-2) immobilisiert. Der Ionen-Gehalt des Harzes, der durch CHN-Elementaranalyse bestimmt wurde, betrug 50,2 g/kg Harz. Der wichtigste Nebeneffekt des modifizierten Harzes, das Ausbluten des Katalysators 2,4-Ionen, kann durch eine spektrophotometrische Methode, die extrem geringe Konzentraionen an freiem Ionen an der Oberfläche des Harzes messen kann, ermittelt werden.Die Aktivität der immobilisierten 2,4-Ionen/Kobalt(II)-phthalocyanin-tetranatriumsulfonat-Komplexe in bezug auf die oxidative Kupplung von Thiolen ist viel niedriger als im homogenen Fall, aber noch beträchtlich höher als im polymerfreien System. Die beobachtete Abnahme der Reaktionsgeschwindigkeit resultiert nicht aus Behinderungen des Massentransports, sondern vorzugsweise aus den Katalysatoreigenschaften wie z. B. einem sehr niedrigen N+/Co-VerhtUtnis. Die aktiven Zentren scheinen nur in der äußeren Hiille der Harzpartikel vorhanden zu sein.
    Notes: A poly(quaternary ammonium) salt, 2,4-ionene, has been immobilized on a macroporous chloromethylated poly(styrene-divinylbenzene) resin (XAD-2). The ionene content of the resin, determined by CHN elemental analysis, was 50.2 g/kg resin. The most important side effect of the modified resin, catalyst (2,4-ionene) bleeding, can be detected by a spectrophotometric method capable of determining extremely low concentrations of free ionene in the supernatant of the resin.The activity of these immobilized 2,4-ionene/cobalt(II)phthalocyanine-tetrasodiumsulfonate (CoTSPc) complexes towards the oxidative coupling of thiols is much lower than in the homogeneous case, but still considerably higher than for the polymer free system. The observed decrease in reaction rate does not originate from the considerable mass transfer resistances but predominantly from catalyst properties like a very low local N+/Co ratio. The active sites appear to be present in the outer shell of the resin particles only.
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  • 61
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Röntgendiffraktometrische Untersuchungen und DSC-Messungen an Blend-Filmen, die aus Lösungen von PEEK und PES hergestellt wurden, zeigen eine Phasenseparation bei den Filmen, die bei 340°C hergestellt wurden. Das Kristallisationsverhalten von Filmen, die bei 340°C hergestellt, anschließend abgeschreckt und bei 180°C getempert wurden, ist identisch mit dem von PEEK. Filme, die bei 300°C hergestellt wurden, kristallisierten erst durch Tempern bei 250°C. Blockcopolymere, die aus Oligomeren von PEEK und PES erhalten wurden, unterscheiden sich in dieser Hinsicht von Blends der gleichen Zusammensetzung. Die Glastemperatur von Copolymeren mit einem PEEK-Gehalt von mehr als 50% liegt höher als die von PEEK selbst, während der Schmelzpunkt dieser Copolymeren niedriger als der von PEEK ist.
    Notes: Polymer blends of PEEK with PES were prepared by the solution blending method. Copolymers composed of PEEK and PES components were synthesized from these oligomers. The formation conditions exerted an influence over the molecular aggregation and the crystallization behaviors of the blend films and block copolymers which were examined by X-ray diffractometry and DSC analysis. As a result, phase-separation in the blend films was found when the formation temperature was high. The blend films formed at 340°C, quenched and annealed at 180°C, exhibited the same crystallization behavior as those of PEEK. In the case of the blend films formed at 300°C, the annealing of the films at 250°C was required to crystallize the blend films. The Tg of a copolymer with a PEEK component content of more than 50% tends to shift toward a higher temperature than the Tg of PEEK itself, and the Tm of the copolymer toward a lower temperature than that of PEEK ist.
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  • 62
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    Angewandte Makromolekulare Chemie 168 (1989), S. 129-134 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Das Reaktionsprodukt eines Cyclohexanon-Formaldehyd-Harzes mit dem Säurechlorid des Radikalinitiators 4,4′-Azo-bis(4-cyanopentansäure) wurde als Initiator für die Styrolpolymerisation eingesetzt, um ein Cyclohexanon-Formaldehyd-Harz/Polystyrol-Copolymeres zu bilden. Das Copolymere zeigte ähnliche Löslichkeit wie Polystyrol.
    Notes: The reaction product of cyclohexanone-formaldehyde resin with an acid chloride of a radical initiator, 4,4′-azo-bis(4-cyano pentanoic acid) was used as initiator for styrene polymerization to form a cyclohexanone-formaldehyde resin/polystyrene copolymer. The copolymer showed similar solubility as polystyrene.
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  • 63
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    Angewandte Makromolekulare Chemie 168 (1989), S. 145-155 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Entgegengesetzte Ladungen wurden durch tertiäre Amin- und Carboxylgruppen in Polyurethan (PU) und Polystyrol (PS) eingeführt, um durch gemeinsame Massepolymerisation ein interpenetrierendes PU/PS Polymernetzwerk (IPN) zu erhalten. Vier IPNs wurden hergestellt: ein Voll-IPN, zwei Semi-IPNs und ein lineares Blend. Die Wirkung der geladenen Gruppen auf die mechanischen Eigenschaften und die Morphologie der vier Polymermischungen wurde untersucht.Es wurde gefunden, daß PU/PS IPNs mit geladenen Gruppen keine Phasenseparation und somit homogene Verteilung aufweisen, was durch elektronenmikroskopische (SEM) Aufnahmen nachgewiesen wurde. Dynamisch-mechanische Messungen zeigen, daß die Übergangspeaks des Verlust-Moduls E″ in die Mitte zwischen den beiden Übergangspeaks der beiden Komponenten ohne geladene Gruppen liegen. Dies ist von der Zunahme des Gehaltes an geladenen Gruppen abhängig. Gleichzeitig nimmt der Speichermodul E′ in einer Stufe ab, was im Gegensatz zu der zweistufigen Abnahme bei Proben ohne Ladungsträger steht.Die Zugfestigkeit nimmt in allen vier Polymermischungen mit der Zunahme an Acrylsäure (AA) in Poly(Styrol-Acrylsäue) PSAA zu, was in dem PU/PSAA Voll-IPN besonders deutlich wird.
    Notes: Opposite charges, namely tertiary amine and carboxyl groups, were introduced into polyurethane (PU) and polystyrene (PS), respectively, to prepare PU/PS interpenetrating polymer networks (IPNs) by means of simultaneous bulk polymerization. Four IPNs were synthesized: a full-IPN, two semi-IPNs and a linear blend. The effect of charge groups on the mechanical properties and morphology of the four polymer alloys was investigated.It is found that the PU/PS IPN which was incorporated with charge groups is free of any phase-separation, and sufficiently uniformly distributed, as can be seen from the corresponding scanning electron microscopy (SEM) photographs. Dynamic mechanical analysis indicates that the transition peak of the loss modulus E″ will move towards the centre between the two transition peaks of both components in the absence of charge groups, as a function of an increase in the contents of the opposite charge groups. Meanwhile the storage modulus E′ will decrease in a single-stage way from the previous two-stage mode.The tensile strength in all the four polymer alloys increased markedly along with an increase in the contents of acrylic acid (AA) in the poly(styrene-acrylic acid) (PSAA), which clearly can be seen for the PU/PSAA full-IPN.
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  • 64
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    Weinheim : Wiley-Blackwell
    Angewandte Makromolekulare Chemie 168 (1989), S. 157-168 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Pyrolysis behaviour and coke characteristics of different precursors for carbon processing: thermosetting resins (resol, novolak), hydrolytic lignin, pitch, tar as well as their blends were studied using differential thermal analysis (DTA) and X-ray diffraction techniques. The blends novolak-pitch, resol-tar and resol-hydrolytic lignin show a higher coke yield after carbonisation up to 1000°C compared to the corresponding individual substances. A good correlation between the integral procedural decomposition temperature T*A of the investigated precursors and their coke yield is found.
    Notes: Mittels Thermo- und Röntgenstrukturanalyse wird eine vergleichende Untersuchung des Pyrolysevorganges und der Mikrostruktur des aus zwei Gruppen organischer Bindemittel und deren Mischungen gewonnenen Koksrückstandes durchgeführt. Gruppe I umfaßt reine und mit Hydrolyselignin gefüllte Resol- und Novolak-Phenol-Formaldehydharze und Gruppe II Steinkohlenpech und -teer. Es wird festgestellt, daß sich die Mischungen Novolakharz-Pech, Resolharz-Teer und Resolharz-Hydrolyselignin beim Erhitzen nicht wie mechanische Gemische verhalten und eine erhöhte Ausbeute an Koksrückstand liefern. Weiterhin wird gefunden, daß die integrale Endtemperatur der Pyrolyse (T*A) dieser Substanzen als quantitatives Maß für die Ausbeute an Koksrückstand im Anschluß an die Carbonisierung der Proben dienen kann.
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  • 65
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    Angewandte Makromolekulare Chemie 168 (1989), S. 217-223 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The paper describes the successful synthesis of silicon containing bismaleimide resin 4,4′-carbo(4,4′-bismaleimido phenoxy)diphenyl silane. The char yield of the bismaleimide resin in N2 atmosphere was found to be 55% at 800°C. Chain extension of bismaleimide with 4,4′-diamino diphenyl sulfone reduced the char yield and thermal stability.
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  • 66
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: As hard blocks in polyether block amides, polyamides are used whose length is intensively regulated by dicarboxylic acids. Since, with regard to melting and crystallization behaviour, this acid constitutes an interfering structural unit in the chain, and in the case of a completely converted product each chain contains one acid molecule, it is essential to know where in the chain incorporation will occur. As opposed to monofunctional chain regulators which always form a chain end, a bifunctional chain regulator can a priori also be randomly incorporated into the inner part of the chain. This leads to a far greater interference than occurs if the chain regulator molecule and the chain end, which acts as an interfering unit in any case, coincide with each other.By means of adipic acid-regulated oligoamides based on lauryl lactam, the incorporation of the chain regulator was examined by NMR spectroscopy and compared with model calculations. This resulted in a close match only if it was presupposed that the incorporation was carried out randomly with the same degree of probability at any point whatsoever between two lauryl lactam structural units or at the chain end.Further calculations illustrate the effects of the incorporation of the chain regulator on the size of the amorphous portion.
    Notes: Als Hartblöcke in Polyetherblockamiden werden durch Dicarbonsäuren stark geregelte Polyamide eingesetzt. Da die Säure in Hinblick auf das Schmelz- und Kristallisationsverhalten einen Störbaustein in der Kette darstellt und bei einem ausgeregelten Produkt jede Kette ein Säuremolekül enthält, ist es von Bedeutung zu wissen, wo in der Kette der Einbau erfolgt. Anders als bei monofunktionellen Reglern, wo der Regler stets ein Kettenende bildet, kann ein bifunktioneller Regler a priori auch statistisch im Inneren der Kette eingebaut werden. Dies führt zu einer viel stärkeren Störung, als wenn das Reglermolekül und das sowieso als Störstelle wirkende Kettenende zusammenfallen. Anhand adipinsäuregeregelter Oligoamide auf Basis von Laurinlactam wird kernresonanzspektroskopisch der Einbau des Reglers untersucht und mit Rechnungen verglichen. Es ergibt sich nur dann gute Übereinstimmung, wenn vorausgesetzt wird, daß der Einbau statistisch erfolgt und dabei mit gleicher Wahrscheinlichkeit für jede beliebige Stelle zwischen zwei Laurinlactambausteinen oder am Kettenende abläuft. Weitere Rechnungen verdeutlichen den Einfluß des Reglereinbaus auf die Größe des amorphen Anteils.
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  • 67
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Auf Grund von mikroskopischen Beobachtungen wurde festgestellt, daß unter dem Einfluß von UV-Strahlung die Oberfläche von PVC-Filmen einer Formveränderung unterliegt. Auf der Oberfläche erscheinen Bläschen und Löcher. Die sich absondernden Gasprodukte der Polymerfotodestruktion verursachen die Bildung dieser Bläschen und Löcher. Größere Oberflächenänderungen wurden in Filmen mit einem Zusatz von 1-5% eines MMA/MA-Copolymeren beobachtet. Das weist auf eine in diesem Modifikator stattfindende Photoabbaureaktion hin, deren Ergiebigkeit größer ist als in reinem PVC. Dieser Modifikator wird in PVC eingeführt, um die Filmoberfläche zu verbessern, beschleunigt allerdings ihre Zerstörung unter dem Einfluß von UV-Strahlung. Es wurde festgestellt, daß Cyclohexanonspuren in den Proben den Photoabbau von MMA/MA retardieren, diesen Prozeß in PVC aber beschleunigen.
    Notes: By means of microscopic observation, the deformation of the surface of PVC films caused by 253.7 nm UV radiation was investigated. Numerous blisters and holes were formed by the gaseous photodecomposition products of the polymer.More apparent deformation of the films containing MMA/MA suggests that the photodecomposition of this modifier occurs with higher efficiency than that of PVC.MMA/MA copolymer is introduced into PVC films to improve the smoothness of their surface, but this modifier accelerates the deformation of this surface under UV irradiation. It was also found that traces of cyclohexanone in samples retard the photodecomposition of MMA/MA and accelerate this process in PVC.
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  • 68
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    Angewandte Makromolekulare Chemie 170 (1989), S. 29-41 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Eine Anzahl von Harzen wurde durch gemeinsame Kondensation von p-Aminoacetophenon (p-AAph), substituierten Benzoesäuren wie m-Tolylsäure (m-TA), o-Tolylsäure (o-TA), Phthalsäure (PhA), p-Nitrobenzoesäure (p-NBA), p-Chlorbenzoesäure (p-CIBA) und Formaldehyd (F) in Gegenwart von verschiedenen Säuren und Basen als Katalysatoren hergestellt. Die Harze wurden IR-spektroskopisch charakterisiert. Die Löslichkeitsparameter wurden gemäß Small's Gruppenbeteiligung berechnet; sie stimmen gut mit den experimentellen Werten überein. Das thermische Verhalten und die bakteriologischen Eigenschaften der Harze wurden auch untersucht.
    Notes: A number of resins has been prepared by condensing p-amino-acetophenone (p-AAph) with substituted benzoic acid such as m-toluic acid (m-TA), o-toluic acid (o-TA), phthalic acid (PhA), p-nitrobenzoic acid (p-NBA), p-chlorobenzoic acid (p-CIBA) and formaldehyde (F) in presence of some acids and bases as catalysts. The resins were characterized by infrared spectra of the characteristic groups. The solubility parameters were calculated from Small's group contribution which agreed well with the experimental values. The thermal behaviour and the bacteriological properties of the resins have also been investigated.
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  • 69
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Notwithstanding their more common beginnings, liquid crystals and molecular biology developed mainly parallel and independently during the last one hundred years.Molecule-phase relationships on the one and complex static-dynamic treatments on the other hand seem to forward mutually integrative views in our days.Biomesogen approaches will deepen our insights into the spatio-temporal coherences of biological systems. They might contribute significantly to the understanding of life processes.
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  • 70
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Recent studies on ionic distribution in solutions and in suspensions were reviewed. Suspensions of latex particles, which were large enough to be seen under an ultramicroscope, were investigated by the 2-D Fourier transformation. The micrograph showing ordered structures gave discrete scattering spots, whereas those of disordered arrangements displayed no spots or halos. The two-state structure gave a limited number of halo, confirming our previous conclusion that the very frequently observed single, broad scattering peak was reminiscent of some kind of ordering of solute species. By using an image data analyser, the crystallization process was shown to follow the Ostwald ripening mechanism. The concurrent study by the quasi elastic light scattering method and by the Fourier analysis gave consistent scattering profiles, which indicated that the ordering phenomena took place in the entire volume of suspensions. The scattering intensity (correctly the lattice factor) was calculated for cubic systems with paracrystalline distortion. The peak intensity was lowered by enhanced distortion, while the peak position itself was not affected. This justifies our previous treatment of the single, broad peak in terms of the Bragg equation. The experimentally found scattering curve was compared with this theoretical calculation; the degree of distortion was evaluated.
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  • 71
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Lyotropic liquid crystalline phases of cellulose derivatives were explored as an analytical tool. Molar mass dependent measurements of the helicoidal cholesteric pitch of a cellulose tricarbanilate/solvent system may be used to determine the molar mass of this derivative by optical means. The compatibility of a ternary liquid crystalline system can be adequately investigated by a study of the supermolecular structure with spectroscopic measurements.
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  • 72
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The application of carotenoids as natural additives in various water-based or water-compatible formulations for the pigmentation of foods and feeds is seriously hampered by their insolubility in aqueous systems.Therefore, in order to develop the full potential of colour strength and to achieve a high degree of bioavailability during gastro intestinal passage, the coarse crystalline material has to be transformed into a microdisperse state.Exemplified with β-carotene, a novel non-mechanical process is described that transforms the carotenoids into a colloidal hydrosol characterized by an average particle size of about 0.1 μm.The process is based on the preparation of a transient high temperature solute state of the carotenoid in a water-miscible solvent, coupled with succeeding rapid aqueous precipitation in the presence of a stabilizing polymer colloid. The obtained hydrosols are characterized by photon-correlation-spectroscopy(size), and microelectrophoresis(colloidal stabilization).The bioavailability was tested by monitoring plasma levels of β-carotene in veal calves.
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  • 73
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Polymer science is mature enough to allow one to think about tailor-making macromolecular compounds aimed at interacting purposely with living systems. Reasons for developing bioresorbable polymers for temporary therapeutic applications are discussed with respect to property adjustments and economical factors. The field of the applications is first described and guidelines for tailor-making multimeric macromolecules with desired properties are presented. The approach led to focuss investigations on poly(α-hydroxy acids) and functional poly(β-hydroxy acids) derived from natural hydroxy acids, namely lactic, glycolic and malic acids. Physical, mechanical and biological properties of some corresponding polymers and copolymers are presented. Last but not least, examples of applications currently investigated are recalled.
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  • 74
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: When blood comes into contact with an artificial surface, a number of events occur which include protein adsorption, platelet activation and the activation of the intrinsic pathway of blood coagulation. With the increased application of blood containing artificial devices, there is a great demand to develop new biomaterials which retard thrombus formation. Our new approach to solving this problem is to mimic the non-thrombogenic surface of natural biological membranes at least in a simple form. We have developed a polymerisable phospholipid and polyesters based on the major phospholipid polar head group present on the erythrocyte outer membrane surface. The coagulation of blood exposed to these polymers was examined by the technique of Material Thrombelastography, a relatively simple test for the in vitro screening of polymer thrombogenicity. We present results which indicate that the polymerised phospholipid and polyesters show reduced thrombogenicity, and may therefore have potential for future biomaterials.
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  • 75
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: After implantation a stable bond between the implant and the surrounding tissue is required. Therefore a high cell adhesion of the polymer surface of the implant must be achieved. Depending on the treatment time of a polydimethylsiloxane foil with oxygen plasma, the cell adhesion can be improved. FT-IR spectroscopy and ESCA analysis were used to characterize the surface modification. The cell spreading and cell adhesion increase with increasing hydrophilic character of the polymer surface after plasma treatment. A pronounced correlation was found between the efficiency of DNA and protein content, characterizing cell growth, and the spreading of the cells.Polydimethylsiloxane, Glow-Discharge, Surface Modification, Cell Adhesion, Cell Proliferation.
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  • 76
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: We have used synthetic polymers as tools to probe endocytosis and lysosome function. Their particular value lies in their well-defined chemical constitution and in the possibility to custom-synthesize molecules with desired characteristics. Polyvinylpyrrolidone, Percoll and polystyrene beads have been 125I-labelled and used to explore the borderland of pinocytosis and phagocytosis. Derivatized poly(aspartamide), poly(hydroxypropylmethacrylamide) and a polylysine-poly(ethylene oxide) block copolymer have been used to investigate the effects of hydrophobic moieties and sugar residues on substrate-selection in pinocytosis. The effect of cationic moieties has been studied using vinylpyrrolidone-vinylamine copolymers.Poly(hydroxypropylmethacrylamide) with certain oligopeptide side---chains have been shown to be susceptible to lysosomal peptidases. Ethylene glycol oligomers are being used to study the basal permeability of the lysosome membrane.Soluble macromolecules have considerable potential in targeted drug-delivery. Drugs attached to appropriate polymers by covalent links that are susceptible to lysosomal enzymes can deliver drug to target cells and avoid unwanted sideeffects. Synthetic macromolecules have several advantages over their natural counterparts: they are chemically more robust, less immunogenic, and easier and cheaper to prepare in bulk.
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  • 77
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Diagnostics are e. g. reagents or combinations of reagents or measure bloodcomponents down to concentrations of 10-15 mol/1 in reproducable form. To achieve this target diagnostics have to fullfill special requirements in purity, uniformity, producibility and reproducibility. These requirements are also valid for integrated polymers and plastics. Examples of the application of polymers and plastics in diagnostics are e. g. materials for the blood-plasma-separation, the stabilization of proteins, solid phases in immunoassays as reagent tubes, microtiterplates and latexparticles.Reciprocal actions between polymers, plastics, polymer additives, blood and bloodsubstances like proteins in diagnostic tests can be seen as indications to similar effects by the intracorporeal applications of plastics in surgery and in general for contacts of natural materials with plastics, as usual in the foodpacking.
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  • 78
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Using Eupergit, a synthetic resin, as an example, the necessary characteristics of a support for high performance affinity chromatography (HPAC) are demonstrated. To such a support different ligands can be immobilized and used for the separation of biopolymers.From the range of possible applications a few examples are chosen. Immunoglobulins are isolated in one step by protein A-HPAC, the purified antibodies are immobilized and applied to immunoaffinity-HPLC for the isolation of corresponding antigens. Concanavalin A-HPAC of membrane proteins was chosen to represent chromatography with immobilized lectins. Antithrombin could be isolated from human plasma by the use of immobilized heparin. HPAC has the advantage of affinity chromatography, which is above all highly specific. As the support is resistant to high pressure and has well defined microparticles with a particular pore size, it provides a much higher yield at considerable flow rates. The handling of materials like this is simpler, the separation of the sample is quicker and can be reproduced more easily.
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  • 79
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    Angewandte Makromolekulare Chemie 166 (1989), S. 257-272 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Controlled polyelectrolyte adsorption can be used to render phospholipid bilayer membranes sensitive to physical and chemical signals. We describe in this paper the design and construction of macromolecular switches for bilayer membranes, which can be used to create lipid vesicles that release their contents rapidly and quantitatively in response to changes in pH, temperature, light intensity or glucose concentration. The kinetics and mechanisms of the molecular switching processes observed in such systems are also discussed.
    Notes: Kontrollierte Adsorption von Polyelektrolyten kann ein wirksames Werkzeug im Design von dünnen molekularen Filmen sein. Man kann erwarten, daß die Adsorption von Polyelektrolytketten das empfindliche Kräftegleichgewicht erheblich beeinflußt, das die strukturellen und funktionellen Eigenschaften von geordneten Strukturen wie Einzel-, Doppel- und Mehrfachschichten bestimmt. Andererseits ist die Adsorption von Polyelektrolyten außerordentlich sensitiv auf Umgebungsparameter, z.B. pH, Temperatur oder lonenstärke. Kontrollierte Adsorption kann daher zu Sensitivität auf bestimmte chemische oder physikalische Stimuli führen, sodaß auf diese Weise ein molekularer Schaltmechanismus entworfen werden kann. Durch Umsetzen dieser ldee in reale Systeme gelang es uns, molekulares Schalten in Mischungen von Poly(2-ethylacrylsäre) mit natürlichen oder synthetischen Phosphatidylcholinen zu bewirken. Insbesondere haben wir Phosphatidylcholinvesikel hergestellt, die ihren lnhalt nach einer Änderung von pH, Temperatur, Glukosekonzentration oder nach Bestrahlung mit Licht schnell und quantitativ freisetzen. Die Entwicklung und die Herstellung von Doppelschichtmembranen, die auf solche Änderungen reagieren, sowie die Kinetik und der Mechanismus des damit verbundenen molekularen Schaltprozesses werden im vorliegenden Artikel diskutiert.
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  • 80
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Enzymes can be immobilized by gel entrapment, by microencapsulation, by physical or ionic adsorption, by covalent binding to inorganic or organic carriers, or by whole cell immobilization. Of particular interest is the large number of chemical reactions developed for the covalent binding of enzymes via their nonessential functional groups to inorganic carriers such as glass, ceramics and iron, to natural polymers such as cellulose and Sepharose, and to synthetic polymers such as nylon, polyacrylamide, and other vinyl polymers and copolymers possessing reactive chemical groups. The stability of certain enzymes is markedly increased on their immobilization. It was thus possible to transform the biologically active polymer derivatives into active enzyme beads, enzyme capsules, enzyme columns and enzyme membranes and these enabled the construction of enzyme reactors such as the batch-stirred tank reactors, the continuous packed bed reactors, and fluidized bed reactors. So far mainly immobilized hydralases and isomerases are being used in industry on a large scale. It seems likely, however, that once adequate techniques become available for cofactor recycling, the use of immobilized enzymes will be extended to other organic reactions, particularly those involving stereospecific synthesis of simple or complex organic molecules. Among the industrial processes in which immobilized enzymes are being used, it is worth mentioning the industrial-scale continuous production of fructose enriched syrup from glucose by immobilized glucose-isomerase, the batch process for the production of 6-aminopenicillanic acid (6-APA) from penicillin G with the aid of immobilized penicillin amidase; the production of aspartame from aspartic acid and phenylalanine by immobilized thermoase; the large scale production of optically active amino acids with immobilized amino acid acylase; and the large scale production and application of immobilized lactase for the hydrolysis of lactose. The recently developed process for acrylamide production using immobilized nitrilase containing microbial cells should also be referred to. The successful use of an NAD-polyethylene glycol conjugate (NAD-PEG) as a nondialyzable water-soluble coenzyme derivative in the enzymic synthesis of leucine from α-ketoisocaproic acid and ammonia, in a membrane-enclosed reactor containing L-leucine dehydrogenase, NAD-PEG, formate and formate dehydrogenase, illustrates the new possibilities opened up by making use of cofactor-polymer conjugates. The use of enzyme-polymer conjugates in analytical and clinical is also illustrated.
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  • 81
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The genetic make-up of living systems especially of isolated cells can be altered by a variety of methods including chemical or light-induced mutation. More modern procedures are the in vitro recombination of nucleic acids and the cell-cell fusion.The new methods are especially useful to reprogram microorganisms to produce valuable proteins or other natural products in excess quantties. In the following we will elucidate the importance of the new techniques by describing the bacterial production of glucose dehydrogenase, of the proteinase inhibitor stefin A and by outlining the methods and promisses of substractive cloning. Although the economic value of genetic engineering techniques still awaits justification, the importance of the methodology for basic biological research is well documented.
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  • 82
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Immobilization of whole cells has become an efficient tool for biosynthesis, biotransformation and analysis. High cell density, high operational stability, easy handling, propably in continuous systems, and multiple reuse are important advantages of immobilized cells. In comparison to other methods like adsorption, crosslinking and encapsulation, the entrapment within a polymeric network is the most widely applied technique in heterogeneous biocatalysis. For immobilizing mammalian cells nearly exclusively the adsorption onto micorcarriers is used. Requirements for the polymers to be used in such immobilized cell systems are discussed in detail.
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  • 83
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    Angewandte Makromolekulare Chemie 168 (1989), S. 1-8 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Vier Pyridazinderivate wurden synthetisiert und als Beschleuniger für Naturkautschukmischungen entwickelt. Die rheologischen Eigenschaften wurden mit Hilfe eines Monsanto Rheometers 100 bestimmt. Die rheometrischen Daten wurden für die Berechnung der kinetischen Konstanten der Vulkanisationsreaktion in Anwesenheit der synthetisierten Verbindungen benutzt. Verglichen mit Mercaptobenzthiazol (MBT), einem Beschleuniger der häufig in der Kautschukindustrie eingesetzt wird, zeigten diese Verbindungen eine gute Beschleunigerwirksamkeit.
    Notes: Four pyridazine derivatives were synthesized and evaluated as accelerators in natural rubber (NR) mixes. The rheological characteristics were determined by a Monsanto Rheometer 100. The kinetic constants for the vulcanization reaction in the presence of the synthetic compounds were calculated using the rheometric data. The compounds showed a good accelerating efficiency compared with mercaptobenzothiazole (MBT), which is widely used in rubber industry.
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  • 84
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    Angewandte Makromolekulare Chemie 170 (1989), S. 173-182 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Ansammlung von als inaktiv angenommenen „Dimeren“ und „Trimeren“ sowie der Verbrauch von aktiven Spezies mit der Reaktionszeit im säurekatalysierten Furfurylalkohol (FA)/Formaldehyd (F) System wurde durch GPC-Technik unter Anwendung eines Doppeldetektors bewiesen.Ein Reaktionsmechanismus wurde für den Kondensationsprozeß vorgeschlagen, der einige Widersprüche der bisherigen Untersuchungen erklären kann.
    Notes: Accumulation of “dimers” and “trimers” considered to be inactive and consumption of active ones with reaction time in furfuryl-alcohol (FA)/formaldehyde (F) acid catalyzed condensation system was proved by GPC technique using double detector.A reaction mechanism was proposed for the condensation process explaining some contradictions of investigations collected so far.
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  • 85
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Dieser Artikel befaßt sich mit silylierten bzw. maleinisierten Polybutadienölen und ihren Effekten in Kieselsäure und Silicate bzw. Kreide enthaltenden Kautschukmischungen. Sie erweisen sich als wirksame Hilfsstoffe für die Substitution von Ruß durch mineralische Füllstoffe.
    Notes: This paper deals with silylated and maleated polybutadiene oils and their effects in rubber compounds containing silica(tes) resp. chalk as fillers. They are shown to be efficient aids in the substitution of oil-dependent carbon black by mineral fillers.
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  • 86
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    Angewandte Makromolekulare Chemie 171 (1989), S. 79-89 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die isotherme und nichtisotherme Kristallisation von isotaktischem Polypropylen, das mit ausgewählten organischen Pigmenten gefärbt war, wurde mittels DSC untersucht. Es wurde gefunden, daß die Nukleierungsfähigkeit der Pigmente mit deren chemischem Aufbau und mit der Erniedrigung der freien Energie für den Keimbildungsprozeß verbunden ist. Die experimentellen Daten wurden mit Hilfe der bekannten Avrami-Gleichung analysiert.Blau-Pigment und Rot-Lack beschleunigen die Kristallisation von isotaktischem Polypropylen, während Orange-Pigment die Kristallisationsgeschwindigkeit etwas herabsetzt.
    Notes: The isothermal and non-isothermal crystallization of isotactic polypropylene coloured with selected organic pigments was examined by differential scanning calorimetry. It was found that the nucleating ability of pigments is connected with their chemical nature and with the reduction of the free energy for critical nucleus formation. The experimental data were analysed in terms of the well known Avrami equation.Blue pigment and Red lake are substances which accelerate the crystallization of isotactic polypropylene, while Orange pigment decreases the crystallization rate slightly.
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  • 87
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Um bei Kationen-Austauschmembranen eine dauerhafte Selektivität für die Durchlässigkeit von einwertigen Kationen zu erzielen, wurde eine Polyethylenimin-Schicht auf der Membranoberfläche durch Säureamidbindung zwischen Polyethylenimin und den —SO2Cl-Gruppen einer Styrol-co-Divinylbenzol-Membran erzeugt. Nach der Reaktion wurden die im Inneren der Membran verbleibenden —SO2Cl-Gruppen durch Tauchen in wäßrige Natronlauge hydrolysiert.Die so gewonnenen Kationen-Austauschmembranen wurden mittels Elektrodialyse von Seewasser hinsichtlich ihrer Selektivität für die Durchlässigkeit von einwertigen Kationen, ihres elektrischen Widerstandes, ihrer Stromleistung und ihrer überfüh-rungszahlen für Natrium-Ionen untersucht. ATR-IR-Messungen auf der Membran-oberfläche belegen, daß die Shäureamidbindung gegenüber starker Hydrolyseeinwirkung stabil war.
    Notes: In order to give the monovalent cation permselectivity to the cation exchange membrane permanently, polyethyleneimine layer was formed on the membrane surface by acid-amide bond between polyethyleneimine and the —SO2Cl groups of a styrene-divinylbenzene copolymer membrane. After the reaction, the —SO2Cl groups remaining in the inner part of the membrane were hydrolyzed by immersing the membrane into an aqueous sodium hydroxide solution.The resultant cation exchange membranes were evaluated by electrodialysis of sea water from the point of view of the monovalent cation permselectivity, electric resistance of the membrane, current efficiency, and transport number of sodium ions calculated by membrane potential in connection with reduced viscosity of the various commercial polyethyleneimines, ATR-IR measurements on the membrane surface suggested that the acid-amide bond was stable for severe hydrolysis reaction.
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  • 88
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    Angewandte Makromolekulare Chemie 171 (1989), S. 141-152 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Epoxidgruppen eines Copolymeren, das man durch Pfropfung von 2,3-Epoxypropylmethacrylat auf isotaktisches Polypropylen erhält, wurden mit niedermolekularen Carbonsäuren umgesetzt. Die Reaktion verläuft in Gegenwart von organischen Lösungsmitteln heterogen und kann durch tertiäre Amine beschleunigt werden. Die Geschwindigkeitskonstanten der Reaktion werden mit der Dissoziationskonstanten der gebundenen Säure und mit der Art des verwendeten Beschleunigers korreliert. Die Reaktivität der polymergebundenen Epoxidgruppen ändert sich im Vergleich mit Reaktionen unter homogenen Bedingungen nicht.
    Notes: Epoxy groups on isotactic polypropylene, to which 2,3-epoxypropylmethacrylate was grafted, were reacted with low molecular carboxylic acids. The reaction proceeds under heterogeneous conditions in the presence of organic solvents and it may be catalysed by tertiary amines. The rate constants of this reaction are correlated with the dissociation constant of the bonded acid and with the character of the used catalyst. The reactivity of polymer-bonded epoxy groups is not changed when comparing with reactions performed under homogeneous conditions.
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  • 89
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Es wird eine neue Methode zur Einführung von hydrophilen Polyetherseitenketten in segmentierte Polyurethane unter Verwendung eines Polypropylenoxid-Macromeren mit 1,3-Diol-Gruppen an einem Kettenende, die als Kettenverlängerer fungieren, beschrieben. In diesem Prozeß wird eine Seitenkette quantitativ und direkt in medizinische Polyurethanelastomere eingebaut. Diese Entwicklung ist auch für Biowerkstoffe in künstlichen Organen von Interesse.
    Notes: A new method of introducing a hydrophilic polyether side chain into segmented polyurethane using a polypropylene oxide macromer with 1,3-diol at one chain-end, which behaves as chain extender, is described. In this procedure, a molecular-designed side-chain is incorporated quantitatively and directly into polyurethane biomedical elastomer. The design is also of interest to biomaterials in artificial organs.
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  • 90
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    Angewandte Makromolekulare Chemie 172 (1989), S. 233-233 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
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  • 91
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    Angewandte Makromolekulare Chemie 173 (1989), S. 85-100 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Der Orientierungsmechanismus von kaltverstrecktem, teilkristallinem Polyoxymethylen wurde durch Messung der Intensität der Weitwinkel-Röntgenstreuung (WAXS) untersucht. Die Anisotropie der Proben wurde im einachsigen Zugversuch bei etwa 130°C im Temperaturbereich zwischen Glasübergangstemperatur und Schmelzpunkt erzeugt. Der Prozess der plastischen Deformation wurde für verschiedene Stadien der Verstreckung diskutiert. Die Orientierungsverteilung der Kristalllamellen wurde qualitativ charakterisiert durch die Berechnung von Polfiguren aus den WAXS Streuintensitätsdaten. Der Grad der Orientierung wurde durch die Berechnung des Orientierungsfaktors für den [100] Flächennormalenvektor der Einheitszelle beschrieben. Die Textur der eingeschnürten Proben mit hoher Orientierung wurde als Mischung von axialer und uniplanar-axialer Textur erkannt. Als mögliche Erklärung für diesen Orientierungstyp wird ein Einfluß der Probengeometrie angenommen.
    Notes: The orientation mechanism of cold-drawn, partially crystalline polyoxymethylene (ULTRAFORM) samples was studied by performing wide angle X-ray scattering (WAXS) measurements. The anisotropic samples were prepared in uniaxial tensile tests around 130°C, in a temperature range between the glass transition and the melting point. The process of the plastic deformation is discussed for different degrees of anisotropy. The orientation distribution of the crystalline lamellae was qualitatively characterized by performing pole figure intensity calculations from the measured WAXS intensities. The degree of orientation was quantitatively described by calculating the orientation factors for the [100] normal vector of the unit cell. The texture of the necked samples with high orientation degrees was a mixture of axial and uniplanar-axial textures. An explanation for the formation of this kind of orientation is proposed assuming an influence of the sample geometry on the orientation process.
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  • 92
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    Angewandte Makromolekulare Chemie 173 (1989), S. 205-212 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Herkömmliches Vernetzen von Polyethylen niedriger Dichte (LDPE) wurde mit Dicumylperoxid (DCP) als Vernetzer durchgeführt. DCP wurde in verschiedenen Konzentrationen mit LDPE-Schnitzeln in einem Extruder bei 135 - 145°C gemischt. Monofilamentfäden wurden bei 110°C auf einer Laborziehmaschine gezogen. Die Zugdehnungseigenschaften, der prozentuale Schrumpf und die Dichte wurden mit Zunahme der DCP-Konzentration und der Heizdauer verbessert, während jedoch die prozentuale Quellung abnahm.
    Notes: Conventional crosslinking of low density polyethylene (LDPE) was carried out using dicumyl peroxide (DCP) as crosslinking agent. DCP in various concentrations was mixed with LDPE chips in an extruder at 135 - 145°C. Monofilaments were drawn on a laboratory drawing machine at 110°C. It was found that tensile properties, percent shrinkage and density were improved with the increase in the concentration of DCP and in the heating period, whereas, however, the percent swelling decreased.
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  • 93
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Resultate von Untersuchungen über die chemische Wechselwirkung zwischen einigen monofunktionellen Modellverbindungen, die die Struktur und Reaktivität von wärmehärtbaren Phenol- und Harnstoff-Formaldehyd-Harzen simulieren, mit Holzkomponenten (Hemicellulosen, Cellulose und Lignin) werden dargelegt. Während Hemicellulosen deutlich dazu neigen, Kondensationsprodukte mit diesen Modellverbindungen zu ergeben, reagieren Lignine in manchen Fällen weniger leicht und abhängig davon, durch welchen Prozeß sie gewonnen worden sind, und abhängig von der Art der Modellverbindung. Cellulose reagierte wegen ihrer Kristallinität nicht unter den gegebenen Bedingungen.
    Notes: Results are presented on the chemical interactions occurring when some monofunctional model compounds simulating the structure and reactivity of thermosetting phenol- and urea-formaldehyde resins are mixed with wood components (hemicelluloses, cellulose, and lignins). Whereas hemicelluloses clearly show a propensity to give condensation products with these model compounds, lignins can react less readily in some instances depending on the delignification procedure used to isolate them and on the type of model compound. Cellulose did not react under the conditions chosen, mostly because of its crystalline character.
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  • 94
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    Angewandte Makromolekulare Chemie 173 (1989), S. 183-193 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: XPS-, SSIMS- und Wasserkontaktwinkelmessungen wurden verwendet, um den chemischen Einfluß von CF4/O2-Entladungen auf Polycarbonat (PC) aus Bisphenol A zu charakterisieren. Die durch Plasmabehandlung erzeugte Oberflächenmodifizierung kann auf der Basis der im Plasma vorhandenen aktiven Spezies, deren Konzentration durch Actinometrie bestimmt worden ist, erklärt werden.Bei kleinen Gehalten an O2 im Gas (1%) tritt eine umfassende Fluorierung der Oberfläche bedingt durch die Pfropfung von Fluorkohlenstoff-Radikalen ein. Es werden perfluorierte Inseln gebildet, wie der hohe Wert des zunehmenden Kontaktwinkels zeigt. Bei 20-80% O2 reagieren Fluoratome mit der Oberfläche und ätzen sie teilweise. Kleine Gehalte an Fluor, aber keine perfluorierten Inseln werden beobachtet. Sauerstoff trägt zum Ätzen bei und oxidiert die PC-Oberfläche. Die Sauerstoffkonzentration auf der Oberfläche nimmt mit Zunahme des O2-Gehalts im Gas zu, ebenso die Bildung von stark oxidierten Inselchen auf der Probenoberfläche, wie die dramatische Abnahme der Kontaktwinkel zeigt. Eine Verminderung der Aromatizität der Oberfläche, die mit Hilfe von XPS und SSIMS beobachtet wird, ist die Folge dieser Reaktionen.
    Notes: XPS, SSIMS and water contact angle measurements have been used to characterize the chemical effect of CF4/O2 discharges on polycarbonate (PC) made from bisphenol A. We found that the surface modification induced by plasma treatment can be clearly explained on the basis of the acitve species present in the plasma, whose concentration has been studied by actinometry.With very low amounts of O2 in the gas feed (1%) extensive fluorination of the surface occurs, due to grafting of the fluorocarbon radicals. Perfluorinated islands are formed, as shown by the high value of advancing contact angles. In the 20-80% O2 range, fluorine atoms react with the surface, partially inducing etching. Low amounts of fluorine are observed on the sample and no perfluorinated islands. Oxygen participates in etching and oxidizes the PC surface. We observed an increase of the surface concentration of oxygen with increasing the O2 amount in the gas feed and also the formation of strongly oxidized islets on the sample surface, as shown by the dramatic reduction of receding contact angles. A reduction of surface aromaticity, observed by XPS and SSIMS, is the consequence of these reactions.
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  • 95
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    Angewandte Makromolekulare Chemie 173 (1989), S. 213-218 
    ISSN: 0003-3146
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: An attempt was made to obtain cationic cellulose derivatives of highest possible degrees of substitution by treating dissolving grade pulps under homogeneous conditions with glycidyltrimethylammonium chloride in the solvent system dimethylacetamide/lithiumchloride. The influence of temperature, reaction time and molar ratio of the reagents was examined. A reaction time of 8 h and a temperature of 70°C have been found to be optimal. The cellulose content in solution and the molar ratio of the reagents have to be adapted to the used pulp.
    Notes: Es wurde der Versuch unternommen, durch Umsetzung von Zellstoffen mit Glycidyltrimethylammoniumchlorid im Lösungsmittelsystem Dimethylacetamid/Lithiumchlorid kationische Cellulosederivate mit möglichst hohen Substitutionsgraden zu erhalten. Hierzu wurden Temperaturabhängigkeit, Reaktionsdauer und Molverhältnis der Reaktanden untersucht. Als optimal erwies sich eine Reaktionsdauer von 8 h bei einer Reaktionstemperatur von 70°C. Der Cellulosegehalt in Lösung und das Molverhältnis der Reaktanden müssen dem verwendeten Zellstoff angepaßt werden.
    Additional Material: 3 Ill.
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  • 96
    Electronic Resource
    Electronic Resource
    New York : Wiley-Blackwell
    Biopolymers 28 (1989), S. 773-781 
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A second example of insertion of a water molecule into the helical backbone of an apolar peptide is presented here and compared to a similar occurrence in a longer peptide with the same type of sequence of residues, i.e., Boc-Aib-(Ala-Leu-Aib)3-OMe. The backbone of the title compound assumes an approximate 310-helical form with three 4 → 1 hydrogen bonds. In the place of a fourth 4 → 1 hydrogen bond, a water molecule is inserted between O(1) and N(4), and acts as a bridge by forming hydrogen bonds N(4) … W(1) (2.95 Å) and W(1) … O(1) (2.81 Å). The water molecule participates in a third hydrogen bond with a neighboring peptide molecule, W(1) … O(4) (2.91 Å). The insertion of the water molecule causes the apolar peptide to mimic an amphiphilic helix. Crystals grown from ethyl acetate/petroleum ether (reported here) or from methanol/water solution are in space group P212121 with a = 12.024(4) Å, b = 15.714(6) Å, c = 21.411(7) Å, Z = 4 and dcalc = 1.124 g/cm3 for C32H58N6O9 · H2O. The overall agreement factor R is 6.3% for 2707 reflections observed with intensities 〉 3σ(F) and the resolution is 0.90 Å.
    Additional Material: 4 Ill.
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  • 97
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chemical shifts of base and H1′ protons of the single-stranded hexamers d(ATTACC) and d(GGTAAT), of the 1 : 1 mixtures of these complementary hexamers, and of the self-complementary dodecamer d(ATTACCGGTAAT) were measured at various temperatures in aqueous solution. Four different sample concentrations were used in the case of the dodecamer and of the mixture of the complementary hexamers; the individual hexamers were measured at two different DNA concentrations. Absorbance temperature profiles at five different NaCl concentrations were measured for the dodecamer in order to quantify the effect of the ionic strength on the duplex formation.Under suitable conditions of nucleotide concentration, temperature, and ionic strength, the dodecamer adopts either a B-DNA duplex or a hairpin-loop structure. Chemical shift vs temperature profiles, constructed for all samples, were used to obtain thermodynamic parameters either for the various stacking interactions in the single strands or for the duplex or the hairpin-loop formation. In the analysis of the duplex formation of the hexamers, a two-state approach appeared too simple, because systematic deviations were revealed. Therefore, a new three-state model (DUPSTAK) was developed. In order to investigate the magnitude of error arising from the use of the two-state approach in cases where the DUPSTAK model appears more appropriate, a series of test calculations was made. The magnitude of error in the enthalpy and in the entropy of duplex melting is found to depend linearly upon the actual melting temperature and not upon the individual ΔHOd and ΔSOd values.Thermodynamic analysis of the chemical shift vs temperature profiles in D2O solution (no added salt) yields an average Tmd value of 341 K (1M DNA) and ΔHOd of -121 kJ · mol-1 for the dimer/random-coil transition of the hexamer duplex d(ATTACC) · d(GGTAAT). For the duplex ⇄ random-coil transition of the 12-mer d(ATTACCGGTAAT) an average Tmd value of 336 K (1M DNA) and ΔHOd of -372 kJ · mol-1 are found. The hairpin/random-coil transition of d(ATTACCGGTAAT) is characterized by a rather large ΔHOh value, -130 kJ · mol-1, and an average Tmh value of 304 K.
    Additional Material: 9 Ill.
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  • 98
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A computational method is elaborated for studying the water environment around regular polynucleotide duplexes; it allows rigorous structural information on the hydration shell of DNA to be obtained. The crucial aspect of this Monte Carlo simulation is the use of periodical boundary conditions. The output data consists of local maxima of water density in the space near the DNA molecule and the properties of one- and two-membered water bridges as function of pairs of polar groups of DNA.In the present paper the results for poly(dG) · poly(dC) and poly(dG-dC) · poly(dG-dC) are presented. The differences in their hydration shells are of a purely structural nature and are caused by the symmetry of the polar groups of the polymers under study, the symmetry being reflected by the hydration shell.The homopolymer duplex hydration shell mirrors the mononucleotide repeat. The water molecules contacting the polynucleotide in the minor groove are located nearly in the plane midway between the planes of successive base pairs. One water molecule per base pair forms a water bridge facing two polar groups of bases from adjacent base pairs and on different strands making a “spine”-like structure. In contrast, the major groove hydration is stabilized exclusively by two-membered water bridges; the water molecules deepest in the groove are concentrated near the plane of the corresponding base pair.The alternating polymer is characterized by a marked dyad symmetry of the hydration shell corresponding to the axis between two successive base pairs. The minor groove hydration of the dCpdG step resembles the characteristic features of the homopolymer, but the bridge between the O2 oxygens of the other base-stacking type is formed by two water molecules. The major groove hydration is characterized by high probability of one-membered water bridges and by localization of a water molecule on the dyad axis of the dGpdC step.The found structural elements are discussed as reasonable invariants of a dynamic hydration shell.
    Additional Material: 4 Ill.
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  • 99
    Electronic Resource
    Electronic Resource
    New York : Wiley-Blackwell
    Biopolymers 28 (1989) 
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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  • 100
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: We report dynamic light scattering measurements over a wide range of scattering vectors for fractionated samples of porcine submaxillary mucin (PSM) glycoproteins in two different solvents: 0.1M NaCl, and 6M GdnHCl. The relaxation spectrum has been successfully resolved into a slow mode corresponding to pure translational diffusion and a fast mode containing information on the relaxation times for intramolecular motion. Analysis of the slow mode permits a light scattering evaluation of the polydispersity of these high molecular weight mucin glycoprotein fractions. Determination of the longest intramolecular relaxation times τ1 shows that these are much longer for the PSM fractions in 0.1M NaCl compared to 6M GdnHCl. These data are consistent with earlier studies showing that the chain conformation is the same in both solvents, but that in 0.1M NaCl, the PSM glycoprotein undergoes a self-association process that is end-to-end in nature. Since the τ1 value is intimately related to the viscoelastic behavior of PSM solutions and gels, it is interesting to speculate that the end-to-end association process may be physiologically important.
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