The sex pheromones of two pine sawfly species, Gilpinia frutetorum and Gilpinia socia: Chemical identification, synthesis and biological activity

Forskningsoutput: TidskriftsbidragArtikel i vetenskaplig tidskrift

Abstract

3,7-Dimethylpentadecan-2-ol and 3-methylpentadecan-2-ol were identified in female whole body extracts from the two pine sawfly species Gilpinia frutetorum and Gilpinia socia. This is the first observation of 3-methylpentadecan-2-ol in extracts of a female pine sawfly species. Synthetic and highly pure stereoisomers of 3,7-dimethylpentadecan-2-ol and 3-methylpentadecan-2-ol were used to verify that the (2S,3R,7R)isomer of 3,7-dimethylpentadecan-2-ol and (2S,3R)-3-methylpentadecan-2-ol were present in the extracts. The four stereoisomers of 3-methylpentadecan-2-ol and their biologically active esters were produced via chemoenzymatic methods and the synthesis is described in detail. Male G. socia antennae responded strongly in EAG recordings to the (2S,3R)-isomer of the acetate and propionate of 3-methylpentadecan-2-ol. Male antennae of both G. frutetorum and G. socia also responded to the (2S,3R,7R)- and (2S,3R,7S)-acetates of 3,7-dimethylpentadecan-2-ol.

Detaljer

Författare
  • Erik Hedenström
  • Helene Edlund
  • Ann-Britt Wassgren
  • Gunnar Bergström
  • Olle Anderbrant
  • Fredrik Östrand
  • Andrzej Sierpinski
  • Marie-Anne Auger-Rozenberg
  • Annette Herz
  • Werner Heitland
  • Martti Varama
Enheter & grupper
Forskningsområden

Ämnesklassifikation (UKÄ) – OBLIGATORISK

  • Biologiska vetenskaper
  • Zoologi

Nyckelord

Originalspråkengelska
Sidor (från-till)733-742
TidskriftZeitschrift fuer Naturforschung. Section C: A Journal of Biosciences
Volym64
Utgåva nummer9-10
StatusPublished - 2009
PublikationskategoriForskning
Peer review utfördJa

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Erling Jirle & Olle Anderbrant

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Projekt: Forskning

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