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  • 1
    Electronic Resource
    Electronic Resource
    Species discrimination in five species of winter-flying geometrids (Lepidoptera) based on chirality of semiochemicals and flight season (1993)
    Springer
    Journal of chemical ecology 19 (1993), S. 2721-2735 
    Details
    ISSN: 1573-1561
    Keywords: Chirality ; enantiomers ; sex pheromones ; (3Z,9Z)-(6R,7S)-epoxynonadecadiene ; (3Z,9Z)-(6S,7R)-epoxynonadecadiene ; (6Z,9Z)-(3S,4R)-epoxynonadecadiene ; Colotois pennaria ; Erannis defoliaria ; Agriopis aurantiaria ; A. marginaria ; A. leucophearia ; Lepidoptera ; Geometridae ; electroantennogram ; field trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Enantiomer separation of (6Z,9Z)-cis-3,4-epoxynonadecadiene and (3Z,9Z)-cis-6,7-epoxynonadecadiene could be achieved using chiral high-resolution gas chromatography and a cyclodextrin-bond column. (3Z,9Z)-(6R,7S)-Epoxynonadecadiene was identified from ovipositor extracts ofColotois pen-Naria, while inErannis defoliaria the 6S,7R-enantiomer was found. In field trapping tests pure synthetic enantiomers caught only conspecific males of these species. (3Z,6Z,9Z)-Nonadecatriene was found in both species, while the presence of (3Z,6Z,9Z)-heneicosatriene was indicated inC. Pennaria only. A 10∶10∶3 blend of (3Z,9Z)-(6R,7S)-epoxynonadecadiene, (3Z,6Z,9Z)-heneicosatriene, and (3Z,6Z,9Z)-nonadecatriene was found to be optimal for catchingC. Pennaria, whileE. Defoliaria males were optimally caught by a 1∶1 mixture of (3Z,9Z)-(6S,7R)-epoxynonadecadiene and (3Z,6Z,9Z)-nona-decatriene. (6Z,9Z)-(3S,4R)-Epoxynonadecadiene was identified from ovipositor extracts ofAgriopis (Erannis) aurantiaria. In field tests the pure enantiomer proved to be a highly specific sex attractant for both the late autumn/early winter flyingA. Aurantiaria and the late winter/early spring flyingA. Leucophearia. Males ofAgriopis marginaria, which fly in late winter/early spring, were attracted to (3Z,9Z)-(6S,7R)-epoxynonadecadiene. The addition of (3Z,6Z,9Z)-nonadecatriene to theS,R-enantiomer increased captures. Optimal catches were recorded with a 10∶3 epoxide-hydrocarbon blend. Enantiomer specificity in all species was confirmed in EAG measurements.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00980703
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Rust-red grain beetle,Cryptolestes ferrugineus, and flat grain beetle,Cryptolestes pusillus: Antennal and behavioral responses to synthetic components of their aggregation pheromones (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 3353-3372 
    Details
    ISSN: 1573-1561
    Keywords: Cryptolestes ferrugineus ; C. pusillus ; Coleoptera ; Cucujidae ; aggregation pheromone ; macrocyclic lactone ; electroantennogram ; behavioural bioassay ; interspecific response ; thermal desorption
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Antennal and behavioral responses of the rust-red grain beetle,Cryptolestes ferrugineus, and the flat grain beetle,C. pusillus, to synthetic samples of the macrocyclic lactones reported to comprise their aggregation pheromones were investigated. Electroantennogram (EAG) recordings were obtained successfully from both species for the first time. Females of both species showed larger EAGs than males. The EAGs ofC. ferrugineus showed a high degree of specificity for conspecific aggregation pheromone components;C. pusillus showed much less specificity. Behavioral tests were conducted using two-choice pitfall bioassays. Separation of the results into the two effects of activity stimulation and direction finding showed that both effects contributed to the overall response, although sometimes to different extents. The strain ofC. pusillus studied responded equally well to both components of its pheromone, whereas it had been reported previously that only one was active, the other acting as a Synergist and eliciting no response when tested alone. With both species, behavioral response was elicited with a single lactone, suggesting that it might not be necessary to use both components for field use. Particularly surprising was thatC. pusillus showed a greater response to the pheromone components ofC. ferrugineus than to its own. Aeration of the two species and thermal desorption of the collected volatiles confirmed production of the expected lactones, and aeration of authentic lactones showed that the response was not due to the C.ferrugineus pheromone components being markedly more volatile. This response, which seems to be an actual preference, is the first to be discovered among the cucujid beetles and encourages optimism that a practical lure for various species may not need to be as complex as originally feared.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00982103
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Dendroctonus pseudotsugae hopkins (Coleoptera: Scolytidae): Production of and response to enantiomers of 1-methylcyclohex-2-en-1-ol (1992)
    Springer
    Journal of chemical ecology 18 (1992), S. 1201-1208 
    Details
    ISSN: 1573-1561
    Keywords: Dendroctonus pseudotsugae ; Douglas-fir beetle ; Coleoptera ; Scolytidae ; aggregation pheromone ; production ; response ; methylcyclohexenol ; seudenol ; enantiomers ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female Douglas-fir beetles,Dendroctonus pseudotsugae, produced an average 45∶55 mixture of the (S)-(−)- and (R)-(+)-enantiomers of 1-methylcyclohex-2-en-1-ol (MCOL). The (S)-(−)∶(R)-(+) ratio of 3-methylcyclohex-2-en-1-ol (seudenol) produced by this population of females was 34∶66. Lindgren funnel traps baited with (R)-(+)-MCOL attracted significantly more males and females than (S)-(−)-MCOL-baited traps, which captured significantly more beetles than unbaited controls. The combined effect of the enantiomers was additive, rather than synergistic. Either enantiomer of MCOL increased catches by frontalin-baited traps. Racemic MCOL can be used for trapping Douglas-fir beetles in south-central British Columbia.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00980074
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    Paper (German National Licenses)
    Fulltext
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