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Biosynthesis of Stenusine

Name: Biosynthesis of Stenusine
Keywords: Coleoptera, 570, Alkaloids, Drosophila melanogaster, Molecular Structure, Piperidines, Lysine, Animals, Isoleucine, 540

descriptionPublicationkeyboard_double_arrow_right Article 24 Apr 2008 United Kingdom Publisher:American Chemical Society (ACS)Journal:Journal of Natural Products, volume 71, pages 743-745 (issn: 0163-3864, eissn: 1520-6025,

Authors: Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz;

doi: 10.1021/np070310w

pmid: 18433170

Biosynthesis of Stenusine

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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.

Country

United Kingdom

Related Organizations

University of Southampton
United Kingdom
University of Bayreuth
Germany

Keywords

Coleoptera, 570, Alkaloids, Drosophila melanogaster, Molecular Structure, Piperidines, Lysine, Animals, Isoleucine, 540, Gas Chromatography-Mass Spectrometry

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