title: Inhibition of O-GlcNAcase by a gluco-configured nagstatin and a PUGNAc-imidazole hybrid inhibitor.
abstract: Synthesis of a PUGNAc-imidazole hybrid and its characterization as an inhibitor of human O-GlcNAcase through enzyme kinetics and X-ray structural analysis.
authors.affiliation: Laboratorium für Organische Chemie, HCI H 317, ETH Zürich, CH-8093 Zürich, Switzerland. vasella@org.chem.ethz.ch
authors.forename: Bhagavathy
authors.initials: B
authors.lastname: Shanmugasundaram
authors.forename: Aleksandra W
authors.initials: AW
authors.lastname: Debowski
authors.forename: Rebecca J
authors.initials: RJ
authors.lastname: Dennis
authors.forename: Gideon J
authors.initials: GJ
authors.lastname: Davies
authors.forename: David J
authors.initials: DJ
authors.lastname: Vocadlo
authors.forename: Andrea
authors.initials: A
authors.lastname: Vasella
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D051548:Histone Acetyltransferases / Q000037:antagonists & inhibitors; D006801:Humans; D007093:Imidazoles / Q000737:chemistry / Q000494:pharmacology*; D008956:Models, Chemical; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry / Q000494:pharmacology*; D048448:Phenylcarbamates / Q000737:chemistry / Q000494:pharmacology*; D011720:Pyrazoles / Q000494:pharmacology*; D011725:Pyridines / Q000494:pharmacology*; D013237:Stereoisomerism; D001619:beta-N-Acetylhexosaminidases / Q000037:antagonists & inhibitors*
chemical_list: D004791:Enzyme Inhibitors; D007093:Imidazoles; D010091:Oximes; D048448:Phenylcarbamates; D011720:Pyrazoles; D011725:Pyridines; C077641:nagstatin; C068836:N-acetylglucosaminono-1,5-lactone O-(phenylcarbamoyl)oxime; C029899:imidazole; D051548:Histone Acetyltransferases; C110628:hexosaminidase C; D001619:beta-N-Acetylhexosaminidases; D000117:Acetylglucosamine