期刊
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷 18, 期 9, 页码 2944-2947出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2008.03.067
关键词
glycosidase; O-GlcNAcase; Streptomyces plicatus; pyranose conformation; transition state mimic
资金
- NIAID NIH HHS [AI055760] Funding Source: Medline
Several C-1 homologated GlcNAc-and GalNAc-thiazolines, as well as a related GalNAc-thiazole, have been prepared. The compounds are analogues of GlcNAc-thiazoline, a potent transition-state-mimicking inhibitor of retaining beta-N-acetylglycosaminidases. Kinetic evaluation of these fused pyranose-heterocycles against the bacterial N-acetylhexosaminidase SpHex suggests active site steric restrictions around the substrate anomeric carbon. (C) 2008 Elsevier Ltd. All rights reserved.
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