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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) The Science of Nature, 94, (2), pp. 143-147. (doi:10.1007/s00114-006-0172-4). (PMID:17066267).

Record type: Article

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.

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Published date: February 2007
Organisations: Environmental

Identifiers

Local EPrints ID: 343576
URI: http://eprints.soton.ac.uk/id/eprint/343576
ISSN: 0028-1042
PURE UUID: 20b98a49-1a1a-4325-80dc-0df54cb6b015

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Date deposited: 10 Oct 2012 12:59
Last modified: 13 Oct 2017 16:31

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Contributors

Author: Inka Lusebrink
Author: Dirk Burkhardt
Author: Thomas Gedig
Author: Konrad Dettner
Author: Armin Mosandl
Author: Karlheinz Seifert

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