Intrageneric differences in the four stereoisomers of stenusine in the rove beetle genus, Stenus (Coleoptera, Staphylinidae)


Lusebrink, Inka, Burkhardt, Dirk, Gedig, Thomas, Dettner, Konrad, Mosandl, Armin and Seifert, Karlheinz (2007) Intrageneric differences in the four stereoisomers of stenusine in the rove beetle genus, Stenus (Coleoptera, Staphylinidae). Naturwissenschaften, 94, (2), 143-147. (doi:10.1007/s00114-006-0172-4). (PMID:17066267).

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Description/Abstract

Most species of the rove beetle genus Stenus employ the spreading alkaloid stenusine as an escape mechanism on water surfaces. In the case of danger, they emit stenusine from their pygidial glands, and it propels them over the water very quickly. Stenusine is a chiral molecule with four stereoisomers: (2'R,3R)-, (2'S,3R)-, (2'S,3S)-, and (2'R,3S)-stenusine. The percentile ratio of these four isomers is only known for the most common species of the genus: Stenus comma. With the intention of determining the stereoisomer ratios of five additional species from the two subgenera, Stenus and Hypostenus, we used GC/mass spectrometry measurements with a chiral phase. The results showed that the ratio differs among the genus. These findings can be a basis for chemotaxonomy. It is also possible that the biological function of stenusine, e.g., as antibiotic or fungicide, varies with changing stereoisomer composition.

Item Type: Article
ISSNs: 0028-1042 (print)
1432-1904 (electronic)
Related URLs:
Subjects: Q Science > QH Natural history
Q Science > QH Natural history > QH301 Biology
Divisions: Faculty of Natural and Environmental Sciences > Biological Sciences > Environmental
ePrint ID: 343576
Date Deposited: 10 Oct 2012 12:59
Last Modified: 27 Mar 2014 20:25
URI: http://eprints.soton.ac.uk/id/eprint/343576

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