Isoprenoid Phosphonophosphates as Glycosyltransferase Acceptor Substrates

被引：17

作者：

Farias, Mario A. Martinez ^{[1
]}

Kincaid, Virginia A. ^{[2
]}

Annamalai, Venkatachalam R. ^{[1
]}

Kiessling, Laura L. ^{[1
,2
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

[2] Univ Wisconsin, Dept Biochem, Madison, WI 53706 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 24期

关键词：

N-LINKED GLYCOSYLATION; MYCOBACTERIUM-TUBERCULOSIS; CARBOHYDRATE POLYMERASE; CHEMICAL SYNTHESIS; LENGTH CONTROL; BIOSYNTHESIS; ARABINOGALACTAN; PEPTIDOGLYCAN; INHIBITORS; MECHANISM;

D O I：

10.1021/ja500622v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Glycosyltransferases that act on polyprenol pyrophosphate substrates are challenging to study because their lipid-linked substrates are difficult to isolate from natural sources and arduous to synthesize. To facilitate access to glycosyl acceptors, we assembled phosphonophosphate analogues and showed these are effective substrate surrogates for GlfT1, the essential product of mycobacterial gene Rv3782. Under chemically defined conditions, the galactofuranosyltransferase GlfT1 catalyzes the formation of a tetrasaccharide sequence en route to assembly of the mycobacterial galactan.

引用

页码：8492 / 8495

页数：4

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