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Nucleoside-linked shunt products in the reaction catalyzed by the class C radical S-adenosylmethionine methyltransferase NosN
Ding, Wei1,2,3; Wu, Yujie1,2; Ji, Xinjian2; Qianzhu, Haocheng2; Chen, Fener2; Deng, Zixin4; Yu, Yi4; Zhang, Qi2
刊名CHEMICAL COMMUNICATIONS
2017-05-07
卷号53期号:37页码:5235-5238
ISSN号1359-7345
DOI10.1039/c7cc02162c
通讯作者Zhang, Qi(qizhang@sioc.ac.cn)
英文摘要NosN is a class C radical S-adenosylmethionine (SAM) methyltransferase (RSMT) involved in the biosynthesis of nosiheptide, a clinically interesting thiopeptide antibiotic produced by Streptomyces actuosus. NosN employs an unprecedented catalytic mechanism, in which SAM is converted to 5'-methylthioadenosine (MTA) as a direct methyl donor. In this study, we report identification of several nucleosidelinked shunt products in the NosN-catalyzed reaction. Comparative analysis of NosN and the class A RSMT RlmN and further density functional theory (DFT) calculations reveal important mechanistic insights into the catalyses of the two types of enzymes, showing that the radical intermediates generated by similar pathways can have very diverse reactivities. This investigation provides strong evidence supporting the previous mechanistic proposal of NosN catalysis, validating the presence of a key radical adduct that results from the addition of an MTA-derived methylene radical onto the C4 of the indolyl substrate.
收录类别SCI
WOS关键词TRYPTOPHAN LYASE NOSL ; L-METHIONINE ENZYME ; DEPENDENT METHYLTRANSFERASES ; SAM ENZYME ; MECHANISTIC INSIGHTS ; METHYL TRANSFER ; BIOSYNTHESIS ; RLMN ; MUTAGENESIS ; ANALOGS
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
语种英语
出版者ROYAL SOC CHEMISTRY
WOS记录号WOS:000400858400040
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2557553
专题寒区旱区环境与工程研究所
通讯作者Zhang, Qi
作者单位1.Lanzhou Univ, Sch Life Sci, Lanzhou 730000, Peoples R China
2.Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
3.Chinese Acad Sci, Cold & Arid Reg Environm & Engn Res Inst, Key Lab Extreme Environm Microbial Resources & En, Lanzhou 730000, Peoples R China
4.Wuhan Univ, Sch Pharmaceut Sci, Key Lab Combinatory Biosynth & Drug Discovery, Minist Educ, Wuhan 430071, Peoples R China
推荐引用方式
GB/T 7714
Ding, Wei,Wu, Yujie,Ji, Xinjian,et al. Nucleoside-linked shunt products in the reaction catalyzed by the class C radical S-adenosylmethionine methyltransferase NosN[J]. CHEMICAL COMMUNICATIONS,2017,53(37):5235-5238.
APA Ding, Wei.,Wu, Yujie.,Ji, Xinjian.,Qianzhu, Haocheng.,Chen, Fener.,...&Zhang, Qi.(2017).Nucleoside-linked shunt products in the reaction catalyzed by the class C radical S-adenosylmethionine methyltransferase NosN.CHEMICAL COMMUNICATIONS,53(37),5235-5238.
MLA Ding, Wei,et al."Nucleoside-linked shunt products in the reaction catalyzed by the class C radical S-adenosylmethionine methyltransferase NosN".CHEMICAL COMMUNICATIONS 53.37(2017):5235-5238.
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