ISSN:
1573-1561
Keywords:
Lepidoptera
;
Lymantriidae
;
Lymantria xylina
;
Lymantria dispar
;
Lymantria monacha
;
Lymantria fumida
;
sex pheromone
;
reproductive isolation
;
(7R,8S)-cis-7,8-epoxy-2-methyleicosane
;
(7S,8R)-cis-7,8-epoxy-2-methyleicosane
;
2-methyl-Z7-eicosene
;
(7R,8S)-cis-7,8-epoxy-2-methylnonadecane
;
(7S,8R)-cis-7,8-epoxy-2-methylnonadecane
;
(7R,8S)-cis-7,8-epoxy-3-methylnonadecane
;
(7S,8R)-cis-7,8-epoxy-3-methylnonadecane
;
disparlure
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Chemistry and Pharmacology
Notes:
Abstract cis-7,8-Epoxy-2-methyleicosane is a sex pheromone component of the Casuarina moth, Lymantria xylina Swinhoe. The compound was extracted from pheromone glands of female moths and was identified by coupled gas chromatographic–electroantennographic detection (GC-EAD) and GC–mass spectrometry. In field experiments in Taiwan, traps baited with either or both of (7R,8S)-cis-7,8-epoxy-2-methyleicosane (〉99% ee) [termed here (+)-xylinalure] and (7S,8R)-cis-7,8-epoxy-2-methyleicosane (〉99% ee) [termed here (−)-xylinalure] captured male L. xylina. Addition of further candidate pheromone components to xylinalure did not enhance its attractiveness. Demonstration of whether or not female L. xylina produce both optical isomers of xylinalure, and determination of the ratio, will require pheromone extract analyses on a chiral, enantiomer-separating column (as yet unavailable) or derivatization of epoxides in accumulated gland extracts. Attraction of male L. xylina to either enantiomer of xylinalure contrasts with enantiospecific production of, and/or response to, epoxy pheromones in congeners. With no other nocturnal lymantriid moth known in Taiwan to utilize xylinalure for pheromonal communication, enantiospecific “fine tuning” of xylinalure, or evolution of a more complex pheromone blend, may not have been necessary for L. xylina to maintain specificity of sexual communication. Racemic xylinalure will be appropriate for pheromone-based detection surveys of L. xylina in North America.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1020830309624
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