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(2S,12Z)-2-Acetoxy-12-heptadecene: Major Sex Pheromone Component of Pistachio Twig Borer, Kermania pistaciella

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An Erratum to this article was published on 09 January 2007

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.

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Acknowledgements

We thank Wittko Francke for lending us a custom-made chiral column and for review of the manuscript, Eberhard Kiehlmann and one anonymous reviewer for constructive comments, Micky Yang for elemental analyses, Sharon Oliver and Renée Picard for word processing, and Bob Birtch for graphical illustrations. The research was supported by a Discovery grant from the Natural Sciences and Engineering Research Council of Canada (NSERC) and by an NSERC-Industrial Research Chair to G.G. with Phero Tech Int., SC Johnson Canada, and Global Forest Science as industrial sponsors.

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Correspondence to Gerhard Gries.

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An erratum to this article can be found at http://dx.doi.org/10.1007/s10886-006-9241-6

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Gries, R., Khaskin, G., Daroogheh, H. et al. (2S,12Z)-2-Acetoxy-12-heptadecene: Major Sex Pheromone Component of Pistachio Twig Borer, Kermania pistaciella . J Chem Ecol 32, 2667–2677 (2006). https://doi.org/10.1007/s10886-006-9190-0

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