Specificity of the Ester Bond Forming Condensation Enzyme SgcC5 in C-1027 Biosynthesis

被引：15

作者：

Lin, Shuangjun ^{[1
]}

Huang, Tingting ^{[3
]}

Horsman, Geoff P. ^{[1
]}

Huang, Sheng-Xiong ^{[3
]}

Guo, Xun ^{[3
]}

Shen, Ben ^{[1
,2
,3
,4
]}

机构：

[1] Univ Wisconsin, Div Pharmaceut Sci, Madison, WI 53705 USA

[2] Scripps Res Inst, TSRI, Nat Prod Lib Initiat, Jupiter, FL 33458 USA

[3] Scripps Res Inst, Dept Chem, Jupiter, FL 33458 USA

[4] Scripps Res Inst, Dept & Mol Therapeut, Jupiter, FL 33458 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 09期

基金：

加拿大自然科学与工程研究理事会;

关键词：

ANTITUMOR ANTIBIOTIC C-1027; 4-METHYLIDENEIMIDAZOLE-5-ONE-CONTAINING TYROSINE AMINOMUTASE; RESPONSES; DOMAIN; BREAKS; DRUG;

D O I：

10.1021/ol300720s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The SgcC5 condensation enzyme catalyzes the attachment of SgcC2-tethered (S)-3-chloro-5-hydroxy-beta-tyrosine (2) to the enediyne core in C-1027 (1) biosynthesis. It is reported that SgcC5 (i) exhibits high stereospecificity toward the (S)-enantiomers of SgcC2-tethered beta-tyrosine and analogues as donors, (ii) prefers the (R)-enantiomers of 1-phenyl-1,2-ethanediol (3) and analogues, mimicking the enediyne core, as acceptors, and (iii) can recognize a variety of donor and acceptor substrates to catalyze their regio- and stereospecific ester bond formations.

引用

页码：2300 / 2303

页数：4

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