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  • Östrand, FredrikLund University,Lunds universitet,Biologiska institutionen,Naturvetenskapliga fakulteten,Department of Biology,Faculty of Science (author)

Stereoisomeric composition of the sex pheromone of the pine sawfly Microdiprion pallipes (Hym., Diprionidae)

  • Article/chapterEnglish2003

Publisher, publication year, extent ...

  • Springer Science and Business Media LLC,2003
  • printrdacarrier

Numbers

  • LIBRIS-ID:oai:DiVA.org:miun-1955
  • https://urn.kb.se/resolve?urn=urn:nbn:se:miun:diva-1955URI
  • https://doi.org/10.1007/s00049-003-0244-2DOI
  • https://lup.lub.lu.se/record/135910URI

Supplementary language notes

  • Language:English
  • Summary in:English

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  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • The basic chemical structure of the sex pheromone of the pine sawfly Microdiprion pallipes (Fallen) has earlier been identified as the propionate ester of (2S,3S,7 R/S,11 R/S)/(2R,3R,7 R/S,11 R/S)-3,7,11-trimethyl-2-tridecanol. We now report the results from further investigations on the male response to individual stereoisomers and to blends of stereoisomers, both in electroantennographic (EAG) recordings and in field trapping experiments. We also present our attempts to determine the stereochemistry of the compounds present in females of M. pallipes. By comparing gas chromatograms and mass spectra obtained from natural extracts with those from synthetic compounds it was found that the females contain one or more of the four (2S,3S,7 R/S,11 R/S)-3,7,11-trimethyl-2-tridecanol isomers (SS++-1). The active pheromone component is the corresponding propionate ester 2. In EAG experiments, males responded most strongly to five propionate ester samples, namely two four-isomer blends: SS++-2 and SR++-2, and three individual stereoisomers: SSSR-, SRRR- and SRSR-2. In a series of field trapping experiments it was found that males were attracted to the SR++-2 four-isomer blend and to the individual isomer SSSR-2. Based on the EAG-recordings and field responses of males and the stereoisomers found in the females, we suggest that the propionate ester of (2S,3S,7S,11R)-3,7,11-trimethyl-2-tridecanol (SSSR-2) is used as a main component of the sex pheromone in M. pallipes. Apparently the males react to other stereoisomers in addition to that or those produced by the females.

Subject headings and genre

Added entries (persons, corporate bodies, meetings, titles ...)

  • Anderbrant, OlleLund University,Lunds universitet,Funktionell zoologi,Biologiska institutionen,Naturvetenskapliga fakulteten,Functional zoology,Department of Biology,Faculty of Science(Swepub:lu)ekol-oan (author)
  • Wassgren, Ann-BrittUniversity of Gothenburg (author)
  • Bergström, GunnarUniversity of Gothenburg (author)
  • Hedenström, ErikMid Sweden University,Mittuniversitetet,Institutionen för naturvetenskap (-2008)(Swepub:miun)erihed (author)
  • Högberg, Hans-ErikMid Sweden University,Mittuniversitetet,Institutionen för naturvetenskap (-2008)(Swepub:miun)hansho (author)
  • Nguyen, Ba-VuMid Sweden University,Mittuniversitetet,Institutionen för naturvetenskap (-2008)(Swepub:miun)exbavu (author)
  • Larsson, Michael (author)
  • Larsson, MattiasSwedish University of Agricultural Sciences, Alnarp (author)
  • Biologiska institutionenNaturvetenskapliga fakulteten (creator_code:org_t)

Related titles

  • In:Chemoecology: Springer Science and Business Media LLC13:3, s. 155-1620937-74091423-0445

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