Synthesis of a carbasugar analogue of a putative intermediate in the UDP-Galp-mutase catalyzed isomerization

被引：28

作者：

Sadeghi-Khomami, A ^{[1
]}

Blake, AJ ^{[1
]}

Wilson, C ^{[1
]}

Thomas, NR ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Ctr Biomol Sci, Nottingham NG7 2RD, England

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 22期

关键词：

D O I：

10.1021/ol0517877

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The synthesis of the carbasugar analogue of 1,4-anhydro-beta-D-galactopyranose, a proposed intermediate in the reaction catalyzed by uridine diphosphate-alpha-D-Galp mutase, in racemic form via Diels-Alder and Barton decarboxylation chemistry is reported. This compound was found not to inhibit the mutase from Mycobacterium tuberculosis, indicating that the enzyme does not possess a 1,4-anhydro-beta-D-galactopyranose binding pocket.

引用

页码：4891 / 4894

页数：4

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