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Journal of Chemical Ecology

, Volume 29, Issue 10, pp 2201–2212 | Cite as

Enantiomers of (Z,Z)-6,9-Heneicosadien-11-OL: Sex Pheromone Components of Orgyia detrita

  • Regine Gries
  • Grigori Khaskin
  • Eugene Khaskin
  • John L. Foltz
  • Paul W. Schaefer
  • Gerhard GriesEmail author
Article

Abstract

(6Z,9Z,11S)-6,9-Heneicosadien-11-ol (Z6Z9-11S-ol-C21) and (6Z,9Z,11R)-6,9-heneicosadien-11-ol (Z6Z9-11R-ol-C21) were identified as major sex pheromone components of female tussock moths, Orgyia detritaGuérin-Méneville (Lepidoptera: Lymantriidae), on the basis of (1) analyses of pheromone gland extracts of female O. detrita by coupled gas chromatographic-electroantennographic detection (GC-EAD) and GC mass spectrometry, and (2) field trapping experiments with synthetic standards. Z6Z9-11S-ol-C21 and Z6Z9-11R-ol-C21 in combination, but not singly, attracted significant numbers of male moths. Racemic Z6Z9-11-ol-C21 was more attractive than the 1:3.5 (R:S) blend ratio found in pheromone gland extracts from female moths. Lower and higher homologues of Z6Z9-11-ol-C21 were also detected in GC-EAD recordings of pheromone extracts, and the racemic compounds enhanced attractiveness of Z6Z9-11-ol-C21 in field experiments. Because of trace amounts of these homologues in extracts, their enantiomeric composition could not be determined. This is the first report of secondary alcohols as pheromone components in the ditrysian (advanced) Lepidoptera.

Ditrysian Lepidoptera Lymantriidae Orgyia detrita sex pheromone (6Z,9Z,11S)-6 9-heneicosadien-11-ol (6Z,9Z,11R)-6,9-henei-cosadien-11-ol,(6Z,9Z)-6,9-eicosadien-11-ol,(6Z,9Z)-6,9-docosadien-11-ol 

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Copyright information

© Plenum Publishing Corporation 2003

Authors and Affiliations

  • Regine Gries
    • 1
  • Grigori Khaskin
    • 1
  • Eugene Khaskin
    • 1
  • John L. Foltz
    • 2
  • Paul W. Schaefer
    • 3
  • Gerhard Gries
    • 1
    Email author
  1. 1.Department of Biological SciencesSimon Fraser UniversityBurnabyCanada
  2. 2.Department of Entomology & NematologyUniversity of FloridaGainesvilleUSA
  3. 3.United States Department of AgricultureAgricultural Research Service, Beneficial Insects Introduction Research LaboratoryNewarkUSA

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