Summary
Substitution of fluorine for the aldehydic hydrogen provides behaviorally active, chemically reactive pheromone mimics. In male moths of the tobacco budwormHeliothis virescens, Z9–14:Acf and Z11–16:Acf cause hyperactivity and irreversible extension of the genitalia in over 80% of treated moths. In addition, a combination of the two components leads to 10–50% of the pairs involving one treated partner becoming locked in copula.
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Supported by NSF grant PCM-8112755 and DMB-8316931, by a Fellowship from the Alfred P. Sloan Foundation (1981–85), and by Teacher-Scholar Grant from the Camille and Henry Dreyfus Foundation (1981–86) to G.D.P. Address correspondence to G.D.P.
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Prestwich, G.D., Carvalho, J.F., Ding, Y.S. et al. Acyl fluorides as reactive mimics of aldehyde pheromones: hyperactivation and aphrodisiac inHeliothis virescens . Experientia 42, 964–966 (1986). https://doi.org/10.1007/BF01941782
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DOI: https://doi.org/10.1007/BF01941782