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Lusebrink, Inka ; Dettner, Konrad ; Seifert, Karlheinz:
Biosynthesis of Stenusine.
In: Journal of Natural Products.
Bd. 71
(2008)
Heft 5
.
- S. 743-745.
ISSN 1520-6025
DOI: https://doi.org/10.1021/np070310w
Abstract
The rove beetles of the genus Stenus Latreille synthesize the alkaloid stenusine in their pygidial glands, which are located in the last three segments of their abdomen. It is proposed that stenusine is derived from the two amino acids, L-lysine and L-isoleucine. Feeding S. bimaculatus beetles with deuterium-labeled amino acids and using GC/MS analysis showed that L-lysine forms the piperidine ring of the stenusine molecule. The side chain originates from L-isoleucine and the N-ethyl group from acetate.