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Characterization of Yatakemycin Gene Cluster Revealing a Radical S-Adenosylmethionine Dependent Methyltransferase and Highlighting Spirocyclopropane Biosynthesis
其他题名谷田霉素的生物合成研究发现了一个自由基腺苷甲硫氨酸依赖的碳甲基化酶并预示着螺环丙烷的生物合成
Huang W(黄伟); Xu H(徐慧); Li Y(李燕); Zhang F(张凤); Chen XY(陈新雅); He QL(贺庆利); Igarashi, Y.; Tang GL(唐功利)
2012
发表期刊J. Am. Chem. Soc.
ISSN0002-7863
卷号134期号:21页码:8831-8840
摘要Yatakemycin (YTM), an antitumor natural product, represents the most potent member of a class of potent anticancer natural products including CC-1065 and duocarmycins. Herein we describe the biosynthetic gene cluster of YTM, which was identified by genome scanning of Streptomyces sp. TP-A0356. This cluster consists of 31 open 0 I reading frames (ORFs) and was localized to a 36 kb DNA segment. Moreover, its involvement in YTM biosynthesis was confirmed by cluster deletion, gene replacement, and complementation. Inactivation of ytkT, which encodes a radical S-adenosylmethionine (SAM) protein, created a mutant strain that failed to produce YTM but accumulated a new metabolite, which was structurally elucidated as a precursor that was related to the formation of the cyclopropane ring. More importantly, biochemical characterization of the radical SAM-dependent enzyme YtkT revealed that it is a novel C-methyltransferase and contributes to an advanced intermediate during formation of the cyclopropane ring through a radical mechanism in the YTM biosynthetic pathway. On the basis of in silico analysis, genetic experiments, structure elucidation of the novel intermediate, and biochemical characterization, a biosynthetic pathway for yatakemycin was proposed, which sets the stage to further investigate the novel enzymatic mechanisms and engineer the biosynthetic machinery for the production of novel analogues.
学科领域生命有机化学
部门归属中科院上海有机化学研究所; Toyama Prefectural Univ
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收录类别SCI
语种英语
WOS记录号WOS:000304570700025
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被引频次:23[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/28521
专题生命有机化学国家重点实验室
通讯作者Tang GL(唐功利)
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GB/T 7714
Huang W,Xu H,Li Y,et al. Characterization of Yatakemycin Gene Cluster Revealing a Radical S-Adenosylmethionine Dependent Methyltransferase and Highlighting Spirocyclopropane Biosynthesis[J]. J. Am. Chem. Soc.,2012,134(21):8831-8840.
APA 黄伟.,徐慧.,李燕.,张凤.,陈新雅.,...&唐功利.(2012).Characterization of Yatakemycin Gene Cluster Revealing a Radical S-Adenosylmethionine Dependent Methyltransferase and Highlighting Spirocyclopropane Biosynthesis.J. Am. Chem. Soc.,134(21),8831-8840.
MLA 黄伟,et al."Characterization of Yatakemycin Gene Cluster Revealing a Radical S-Adenosylmethionine Dependent Methyltransferase and Highlighting Spirocyclopropane Biosynthesis".J. Am. Chem. Soc. 134.21(2012):8831-8840.
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