Mechanistic Insights into Polycycle Formation by Reductive Cyclization in Ikarugamycin Biosynthesis
Zhang, GT ; Zhang, WJ ; Zhang, QB ; Shi, T ; Ma, L ; Zhu, YG ; Li, SM ; Zhang, HB ; Zhao, YL ; Shi, R ; Zhang, CS
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2014
卷号53期号:19页码:4840-4844
关键词biosynthesis heterologous expression ikarugamycin polycyclic tetramate macrolactams reductive cyclization
ISSN号1433-7851
通讯作者czhang2006@gmail.com
中文摘要Ikarugamycin is a member of the polycyclic tetramate macrolactams (PTMs) family of natural products with diverse biological activities. The biochemical mechanisms for the formation of polycyclic ring systems in PTMs remain elusive. The enzymatic mechanism of constructing an inner five-membered ring in ikarugamycin is reported. A three-gene-cassette ikaABC from the marine-derived Streptomyces sp. ZJ306 is sufficient for conferring ikarugamycin production in a heterologous host. IkaC catalyzes a reductive cyclization reaction to form the inner five-membered ring by a Michael addition-like reaction. This study provides the first biochemical evidence for polycycle formation in PTMs and suggests a reductive cyclization strategy which may be potentially applicable in general to the corresponding ring formation in other PTMs.
学科主题Chemistry
收录类别SCI
资助信息National Natural Science Foundation of China [31125001, 21377085]; Ministry of Science and Technology of China [2010CB833805, 2012AA092104]; Chinese Academy of Sciences [XDA11030403]; Administration of Ocean and Fisheries of Guangdong Province [GD2012-D01-001, GD2012-D01-002]
原文出处WILEY-V C H VERLAG GMBH
WOS记录号WOS:000335202700013
公开日期2014-12-11
内容类型期刊论文
源URL[http://ir.scsio.ac.cn/handle/344004/10440]  
专题南海海洋研究所_中科院海洋生物资源可持续利用重点实验室
推荐引用方式
GB/T 7714
Zhang, GT,Zhang, WJ,Zhang, QB,et al. Mechanistic Insights into Polycycle Formation by Reductive Cyclization in Ikarugamycin Biosynthesis[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2014,53(19):4840-4844.
APA Zhang, GT.,Zhang, WJ.,Zhang, QB.,Shi, T.,Ma, L.,...&Zhang, CS.(2014).Mechanistic Insights into Polycycle Formation by Reductive Cyclization in Ikarugamycin Biosynthesis.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,53(19),4840-4844.
MLA Zhang, GT,et al."Mechanistic Insights into Polycycle Formation by Reductive Cyclization in Ikarugamycin Biosynthesis".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 53.19(2014):4840-4844.
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