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Free keywords:
structure activity
single-sensillum recordings
receptor interaction
pheromone
(z)-5-decenyl acetate
alkenyl cuprate
alkyl substitution
agrotis-segetum
lepidoptera
noctuidae
sex-pheromone
lepidoptera
attractants
Abstract:
Structure-activity relationships for 6-, 7-, 8-, and 9-alkyl substituted analogs of (Z)-5-decenyl acetate, a pheromone component of the turnip moth, Agrotis segetum, have been studied by electrophysiological single-sensillum recordings, and interpreted in terms of a receptor-interaction model. The compounds were prepared by alkenyl cuprate reactions with alpha,beta-unsaturated carbonyl derivatives or alkyl halides. The electrophysiological results indicate steric repulsive interactions between the alkyl groups and the receptor in all the positions studied. This demonstrates a high complementarity between the receptor and the terminal alkyl chain.