(2S,12Z)-2-Acetoxy-12-heptadecene: major sex pheromone component of pistachio twig borer, Kermania pistaciella

J Chem Ecol. 2006 Dec;32(12):2667-77. doi: 10.1007/s10886-006-9190-0.

Abstract

The sex pheromone of the pistachio twig borer, Kermania pistaciella (Lepidoptera: Oinophilidae), one of the most important insect pests of pistachio, Pistacia vera, in Turkey and Iran, was identified. In gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometric analyses of pheromone gland extracts of female K. pistaciella from Turkey, (2S,12Z)-2-acetoxy-12-heptadecene was identified as the major candidate pheromone component. In field experiments in Turkey, lures containing synthetic (2S,12Z)-2-acetoxy-12-heptadecene attracted large numbers of male moths. Its attractiveness was significantly reduced by the presence of the R-enantiomer or of either enantiomer of the corresponding alcohol. (2S,12Z)-2-Acetoxy-12-heptadecene is the first pheromone component identified in the Oinophilidae and the first secondary acetate pheromone component identified in the Lepidoptera.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates
  • Alkenes / chemistry*
  • Alkenes / isolation & purification*
  • Alkenes / pharmacology
  • Animals
  • Gas Chromatography-Mass Spectrometry
  • Lepidoptera / chemistry*
  • Pistacia
  • Sex Attractants / chemistry*
  • Stereoisomerism
  • Turkey

Substances

  • 2-acetoxy-12-heptadecene
  • Acetates
  • Alkenes
  • Sex Attractants