|Title||N-acetylhexosaminidase inhibitory properties of C-1 homologated GlcNAc- and GalNAc-thiazolines|
|Publication Type||Journal Article|
|Year of Publication||2008|
|Authors||Amorelli, B, Yang, C, Rempel, B, Withers, SG, Knapp, S|
|Journal||BIOORGANIC & MEDICINAL CHEMISTRY LETTERS|
|Date Published||MAY 1|
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.