Exploration of the Molecular Origin of the Azinomycin Epoxide: Timing of the Biosynthesis Revealed

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• 作者：Vasudha Sharma ; Gilbert T. Kelly ; Coran M. H. Watanabe
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：November 6, 2008
• 年：2008
• 卷：10
• 期：21
• 页码：4815-4818
• 全文大小：217K
• 年卷期：v.10,no.21(November 6, 2008)
• ISSN：1523-7052

文摘

Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A and B, proceeds via a valine-dependent pathway and that hydroxylation and dehydration precedes formation of the terminal epoxide. Sodium 3-methyl-2-oxobutenoate, formed through a transimination reaction, was shown to be the penultimate precursor incorporated into the azinomycin epoxide.