Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms
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概要
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Saframycin A is a potent antitumor antibiotic having unique pentacyclic tetrahydroisoquinoline scaffold. We found that the single nonribosomal peptide synthetase SfmC catalyzes a seven-step transformation from readily synthesized dipeptidyl substrates with long acyl chains into a complex saframycin scaffold. Based on a series of enzymatic reactions, we propose a detailed mechanism involving the reduction of various peptidyl thioesters by an identical R-domain followed by C-domain-mediated Pictet-Spengler reactions in an iterative manner.
著者
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Oikawa Hideaki
Div. Of Chemistry Graduate School Of Sci. Hokkaido Univ.
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Oguri Hiroki
Division Of Chemistry Graduate School Of Science Hokkaido University
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Watanabe Kenji
Division Of Chemistry Graduate School Of Science Hokkaido University
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Watanabe Kenji
School Of Pharmaceutical Sciences University Of Shizuoka
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