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  • Springer  (4)
  • eLife Sciences Publications
  • 1990-1994  (4)
  • 1
    Electronic Resource
    Electronic Resource
    Male pheromone of swift moth,Hepialus hecta L. (Lepidoptera: Hepialidae) (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3511-3521 
    Details
    ISSN: 1573-1561
    Keywords: Hepialus ; Lepidoptera ; Hepialidae ; swift moth ; pheromone ; dihydropyrone ; 2,9-dioxabicyclo[3.3.1] nonane ; behavior ; electrophysiology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (R)-6-Ethyl-2-methyl-2,3-dihydro-4H-pyran-4-one, (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3. 1]non-7-ene, and (1R,3S,5R)-3-ethyl-1,8-dimethyl-2,9-dioxabicyclo[3.3.1]non-7-en-6-one represent the main components in the male pheromone of the swift moth,Hepialus hecta. The amounts of the three components were 40, 5, and 5 μg per male, respectively. Structure elucidation of the compounds was based on spectroscopic data as compared to synthetic reference samples. The absolute configurations were determined by gas chromatography on chiral stationary phases; optically active samples served as reference compounds. Electrophysiological and behavioral experiments with natural material and synthetic samples clearly showed the three heterocyclic compounds to act as pheromones. (E, E)-α-Farnesene represents the main component of the scent secretion of maleHepialus humuli.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00982114
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  • 2
    Electronic Resource
    Electronic Resource
    Andrena wilkella male bees discriminate between enantiomers of cephalic secretion components (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 429-441 
    Details
    ISSN: 1573-1561
    Keywords: Enantiomer discrimination ; male patrolling ; odor marking ; Hymenoptera ; Apoidea ; Andrena wilkella ; bee ; EAG ; spiroacetal ; absolute configuration ; 2,8-dimethyl-1,7-dioxaspiro[5.5]undecane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Diastereomers of the spiroacetal, 2,8-dimethyl-1,7-dioxaspiro [5.5]undecane, represent main components of the cephalic secretion from males of the solitary bee,Andrena wilkella. The major compound proved to be of high enantiomeric purity, showing (2S,6R,8S) configuration. Only the naturally occurring enantiomer attracted patrolling males in the field; its antipode was behaviorally inactive and in a racemic mixture did not inhibit response. The (E,Z) diastereomers were also found to be almost inactive. EAG studies gave the same result as the behavioral tests. The biological function of the spiroacetal is discussed in view of the evolution of the mating behavior inA. wilkella.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01021775
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  • 3
    Electronic Resource
    Electronic Resource
    Flight-mediated attraction ofBiprorulus bibax breddin (Hemiptera: Pentatomidae) to natural and synthetic aggregation pheromone (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 71-80 
    Details
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; B. bibax ; Citrus ; Hemiptera ; Pentatomidae ; dorsal abdominal gland ; hemiacetal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The attraction of female spined citrus bugs,Biprorulus bibax, to natural and synthetic aggregation pheromone was studied using an olfactometer and a large flight cage. No locomotory response by postdiapause, prereproductive females to heptane extracts of male dorsal abdominal glands (DAGs) (site of pheromone production) was recorded in the olfactometer study. However, postdiapause, prereproductive females showed significant attraction to sites baited with DAG extracts in the flight cage (1.9–3.0 times that of unbaited sites). Prereproductive and reproductive females showed greatest attraction to sites baited with a synthetic blend of pheromone [(3R,4S,1′E-3,4-bis(1′-butenyl)tetrahydro-2-furanol, linalool, farnesol, nerolidol] (2.3–4.7 times the attraction of unbaited sites). Females also responded significantly to sites baited with the hemiacetal major component alone (1.7–2.2×). Diapausing females collected from fall populations did not respond to natural or synthetic pheromone baits. Potential applications of the synthetic aggregation pheromone are discussed with respect toB. bibax management.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02065991
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  • 4
    Electronic Resource
    Electronic Resource
    Bisabolene epoxides in sex pheromone innezara viridula (L.) (Heteroptera: Pentatomidae): Role ofcis isomer and relation to specificity of pheromone (1994)
    Springer
    Journal of chemical ecology 20 (1994), S. 3133-3147 
    Details
    ISSN: 1573-1561
    Keywords: Nezara viridula ; Heteroptera ; Pentatomidae ; sex pheromone ; trans- andcis-(Z)-α-bisabolene epoxides ; interindividual variation ; bioassay ; pheromonal specificity ; isomer ; enantiomer
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Thetrans- andcis-(Z)-α-bisabolene epoxides (trans- andcis-(Z)-αBE) are the main components of the male sex pheromone inNezara viridula. The role of thecis isomer and the importance of thecis/trans proportion for the activity and the specificity of the pheromone are not clearly elucidated and were studied here. Interindividual variation of thecis/trans proportion produced by males was studied by individual hexanic extracts in two strains originating from the south of France (SF) and French West Indies (FWI). Thetrans isomer composed 42–82% of bisabolene epoxides in SF males and 74–94% of bisabolene epoxides in FWI males. Means (± SD) significantly differ between SF (62.8%±8.4) and FWI (82.4%±5.9) males in spite of this interindividual variation. Different isomers of bisabolene epoxide were synthesized and their EAG activity on female antennae was compared. Racemictrans- andcis-(Z)-αBE elicited low EAGs, not different from the nonnaturaltrans andcis (E)-αBE that were inactive on behavior. Behavioral tests revealed that racemictrans- andcis-(Z)-αBE attracted 45% (P〈0.05) and 25% (P〈0.05) of females, respectively. The same levels of attraction were obtained with (−) enantiomers oftrans- andcis-(Z)-αBE, which attracted 40% (P〈0.05) and 20% (P〉0.05) of the females, respectively. Binary blends containing 75/25, 50/50, and 25/75 proportions ofcis/trans isomers were more attractive thantrans-(Z)-αBE alone and response of females to the 25%cis/75%trans blend was significantly more important than the response totrans-isomer alone (P〈0.05). The importance of thecis/trans proportion in relation with the specificity of the male pheromone is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02033716
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