| 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 |
| Volume | 18 |
| Pagination | 2944-2947 |
| Date Published | MAY 1 |
| ISSN | 0960-894X |
| Abstract | 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. |
| DOI | 10.1016/j.bmcl.2008.03.067 |