Carboxyl Formation from Methyl via Triple Hydroxylations by XiaM in Xiamycin A Biosynthesis

被引:40
作者
Zhang, Qingbo [1 ,2 ]
Li, Huixian [1 ]
Li, Sumei [1 ]
Zhu, Yiguang [1 ]
Zhang, Guangtao [1 ]
Zhang, Haibo [1 ]
Zhang, Wenjun [1 ]
Shi, Rong [3 ]
Zhang, Changsheng [1 ]
机构
[1] Chinese Acad Sci, CAS Key Lab Marine Bioresources Sustainable Utili, Guangdong Key Lab Marine Mat Med, RNAM Ctr Marine Microbiol,S China Sea Inst Oceano, Guangzhou 510301, Guangdong, Peoples R China
[2] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China
[3] Univ Laval, Dept Biochimie Microbiol & Bioinformat, PROTEO & IBIS, Quebec City, PQ G1V 0A6, Canada
关键词
GENE-CLUSTER; REVEALS; ACID; INDOLOSESQUITERPENES; STRATEGY;
D O I
10.1021/ol302782u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The P450 enzyme XiaM was identified as a candidate to form the C-24 carboxyl group in xiamycin A (1). Alteration of medium composition led to the discovery of four new compounds from the Delta xiaM and the Delta xiaK (encoding an aromatic ring hydroxylase) mutants. Biotransformation experiments revealed that XiaM was capable of converting a methyl group to a carboxyl group through diol and aldehyde intermediates.
引用
收藏
页码:6142 / 6145
页数:4
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