Abstract

Our recent research revealed that a soil bacteria Streptomyces sp. RK95-74 produced cytotrienin A, a new member of ansamycin derivatives containing a unique 1-aminocyclopropane-1-carboxylic acid (ACC) unit defined by the detailed 1D and 2D NMR techniques. Cytotrienin A is the first microbial metabolite with the ACC unit. We have investigated the biosynthesis of cytotrienin A with special attention given to the ACC unit biosynthetic pathway by stable isotope feeding experiments with cultures of Streptomyces sp. Sodium [1- 13C] acetate and [1- 13C] propionate were not incorporated into the ACC part but were incorporated into the 21-membered macrocyclic ring of the molecule. L[ U- 13 C] methionine is efficiently and specifically incorporated into the ACC unit, suggesting that the ACC moiety at the 11-side chain of cytotrienin A is derived from L-methionine. This is the first report that a prokaryote synthesizes an ACC unit from L-methionine.

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