Melnik, Kristina and Grimm, Christopher and Wittbrodt, Johannes and Ruther, Joachim and Schulz, Stefan (2020) Enantioselective synthesis and determination of the absolute configuration of the male sex pheromone of the parasitoid wasp Urolepis rufipes. ORGANIC & BIOMOLECULAR CHEMISTRY, 18 (18). pp. 3463-3465. ISSN 1477-0520, 1477-0539
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Males of the parasitoid wasp Urolepis rufipes use 2,6-dimethyl-7-octene-1,6-diol as a sex pheromone to attract virgin females. Herein, we determine the absolute configuration of the pheromone to be (2S,6S)-2,6-dimethyl-7-octene-1,6-diol (2S,6S-6) and present a stereoselective synthesis of the natural enantiomer of this new linalool derivative. In addition, we show that female wasps respond to the natural 2S,6S-6 stereoisomer while 2R,6S-6 is behaviorally inactive.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ACID; SECRETION; |
| Subjects: | 500 Science > 570 Life sciences 500 Science > 590 Zoological sciences |
| Divisions: | Biology, Preclinical Medicine > Institut für Zoologie Biology, Preclinical Medicine > Institut für Zoologie > Chemische Ökologie (Prof. Dr. Joachim Ruther) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 24 Mar 2021 07:47 |
| Last Modified: | 24 Mar 2021 07:47 |
| URI: | https://pred.uni-regensburg.de/id/eprint/44566 |
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