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Alkyl substitution in terminal chain of (Z)-5-decenyl acetate, a pheromone component of turnip moth,Agrotis segetum. Synthesis, single-sensillum recordings, and structure-activity relationships

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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 withα,β-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.

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Schiff., Lepidoptera: Noctuidae.

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Jönsson, S., Liljefors, T. & Hansson, B.S. Alkyl substitution in terminal chain of (Z)-5-decenyl acetate, a pheromone component of turnip moth,Agrotis segetum. Synthesis, single-sensillum recordings, and structure-activity relationships. Journal of Chemical Ecology 17, 103–122 (1991). https://doi.org/10.1007/BF00994425

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  • DOI: https://doi.org/10.1007/BF00994425

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