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Involvement of common intermediate 3-hydroxy-L-kynurenine in chromophore biosynthesis of quinomycin family antibiotics

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Title: Involvement of common intermediate 3-hydroxy-L-kynurenine in chromophore biosynthesis of quinomycin family antibiotics
Authors: Hirose, Yuki Browse this author
Watanabe, Kenji Browse this author
Minami, Atsushi Browse this author
Nakamura, Takemichi Browse this author
Oguri, Hiroki Browse this author
Oikawa, Hideaki Browse this author
Keywords: biosynthesis
Streptomyces lasaliensis
Streptomyces Sp
Issue Date: Jan-2011
Publisher: Japan Antibiotics Research Association
Journal Title: Journal of Antibiotics
Volume: 64
Issue: 1
Start Page: 117
End Page: 122
Publisher DOI: 10.1038/ja.2010.142
PMID: 21102595
Abstract: Quinomycin antibiotics, represented by echinomycin, are an important class of antitumor antibiotics. We have recently succeeded in identification of biosynthetic gene clusters of echinomycin and SW-163D, and have achieved heterologous production of echinomycin in Escherichia coil. In addition, we have engineered echinomycin nonribosomal peptide synthetase (NRPS) to generate echinomycin derivatives. However, the biosynthetic pathways of intercalative chromophores quinoxaline-2-carboxylic acid (QXC) and 3-hydroxyquinaldic acid (HQA), which are important for biological activity, were not fully elucidated. Here, we report experiments involving incorporation of a putative advanced precursor, (2S, 3R)-[6'-2H]-3-hydroxy-L-kynurenine, and functional analysis of the enzymes Swb1 and Swb2 responsible for late-stage biosynthesis of HQA. Based on these experimental results, we propose biosynthetic pathways for both QXC and HQA via the common intermediate 3-hydroxy-L-kynurenine.
Type: article (author version)
Appears in Collections:理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 及川 英秋

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