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张长生研究团队在《Nature Communications》发表论文

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时间:2018-05-31  作者:LMB  来源:文本大小:【 |  | 】  【打印

题目: Molecular Basis of Dimer Formation during the Biosynthesis of Benzofluorene-Containing Atypical Angucyclines

作者: Chunshuai Huang+, Chunfang Yang+, Wenjun Zhang, Liping Zhang, Bidhan Chandra De, Yiguang Zhu, Xiaodong Jiang, Chunyan Fang, Qingbo Zhang, Cheng-Shan Yuan, Hung-wen Liu*, Changsheng Zhang*

刊物: Nature Communications

年卷期页: 2018,9:2088

摘要:Lomaiviticin A and difluostatin A are benzofluorene-containing aromatic polyketides in the atypical angucycline family. Although these dimeric compounds are potent antitumor agents, how nature constructs their complex structures remains poorly understood. Herein, we report the discovery of a number of fluostatin type dimeric aromatic polyketides with varied CC and CN coupling patterns. We also demonstrate that these dimers are not true secondary metabolites, but are instead derived from non-enzymatic deacylation of biosynthetic acyl fluostatins. The non-enzymatic deacylation proceeds via a transient quinone methide like intermediate which facilitates the subsequent CC/CN coupled dimerization. Characterization of this unusual property of acyl fluostatins explains how dimerization takes place, and suggests a strategy for the assembly of CC and CN coupled aromatic polyketide dimers. Additionally, a deacylase FlsH was identified which may help to prevent accumulation of toxic quinone methides by catalyzing hydrolysis of the acyl group.

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