Druckansicht der Internetadresse:

Tierökologie II

Prof. Dr. Konrad Dettner (im Ruhestand)

print page
Schierling, A; Schott, M; Dettner, K; Seifert, K: Biosynthesis of the Defensive Alkaloid (Z)-3-(2-Methyl-1-butenyl)pyridine in Stenus similis Beetles, Journal of Natural Products, 74, 2231-2234 (2011)
Most rove beetles of the genus Stenus protect themselves against microorganisms and predators such as ants and spiders by producing the alkaloid stenusine (1) in their pygidial glands. The biosynthesis of 1 was previously investigated in S. bimaculatus, where l-lysine forms the piperidine ring, l-isoleucine the side chain, and acetate the N-ethyl group. In addition to 1, S. similis keeps the pyridine alkaloid (Z)-3-(2-methyl-1-butenyl)pyridine (2) in its pygidial glands. Feeding S. similis beetles with [D,15N]-labeled amino acids followed by GC/MS analysis showed that l-Lys yields the pyridine ring and l-Ile the 2-methyl-1-butenyl side chain. Thus the alkaloids 1 and 2 probably share two precursor molecules in their biosynthesis.

There are additional file downloads belonging to this publication

This site makes use of cookies More information