Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies

Summary, in English

Glands of the 4th and 5th abdominal sternite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.

• Author: J Bergmann; Christer Löfstedt; V D Ivanov; W Francke
• Department/s: Functional zoology; Pheromone Group
• Publishing year: 2001
• Language: English
• Pages: 3175-3179
• Publication/Series: European Journal of Organic Chemistry
• Volume: 2001
• Issue: 16
• Links: http://dx.doi.org/10.1002/1099-0690(200108)2001:16<3175::AID-EJOC3175>3.0.CO;2-4
• Document type: Journal article
• Publisher: John Wiley & Sons Inc.
• Topic: Biological Sciences; Zoology
• Status: Published
• Research group: Pheromone Group
• ISBN/ISSN/Other: ISSN: 1434-193X