title: Effects of double-bond configuration on interaction between a moth sex pheromone component and its receptor : A receptor-interaction model based on molecular mechanics.
abstract: The dependence of the electrophysiological activity on the change of double-bond configuration of (Z)-5-decenyl acetate, a pheromone component of the turnip moth,Agrotis segetum, and a dienic analog, (E)-2,(Z)-5-decadienyl acetate, have been investigated by single-cell measurements and molecular mechanics calculations (MM2). A previously reported model for the interaction between a moth sex pheromone component and its receptor has been refined. This new model gives an essentially quantitative correlation between the measured activities and the calculated conformational energies for a biologically active conformation defined by the model. Previously obtained structure-activity results for chain-elongated analogs of (Z)-5-decenyl acetate are significantly improved by the refined model. The effect of a change of the double-bond configuration on the substrate-receptor interaction is not additive but depends on the conformational properties of the entire molecule.
authors.affiliation: Department of Organic Chemistry 3 Chemical Center, University of Lund, P.O. Box 124, S-221 00, Lund, Sweden.
authors.forename: T
authors.initials: T
authors.lastname: Liljefors
authors.forename: M
authors.initials: M
authors.lastname: Engtsson
authors.forename: B S
authors.initials: BS
authors.lastname: Hansson