title: Modifying the phenyl group of PUGNAc: reactivity tuning to deliver selective inhibitors for N-acetyl-D-glucosaminidases.
abstract: The synthesis of analogues of the potent N-acetylhexosaminidase inhibitor, PUGNAc, are described. These compounds were assayed against a set of biologically important N-acetyl-d-glucosaminidases and were found to vary in both potency and selectivity.
authors.affiliation: School of Chemistry and Biochemistry, The University of Western Australia, Crawley, WA 6009, Australia. keith.stubbs@uwa.edu.au.
authors.forename: Mitchell
authors.initials: M
authors.lastname: Hattie
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: Nevena
authors.initials: N
authors.lastname: Cekic
authors.affiliation: School of Chemistry and Biochemistry, The University of Western Australia, Crawley, WA 6009, Australia. keith.stubbs@uwa.edu.au and School of Pathology and Laboratory Medicine, The University of Western Australia, Crawley, WA 6009, Australia.
authors.forename: Aleksandra W
authors.initials: AW
authors.lastname: Debowski
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, British Columbia V5A 1S6, Canada and Department of Molecular Biology and Biochemistry, Simon Fraser University, Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: David J
authors.initials: DJ
authors.lastname: Vocadlo
authors.affiliation: School of Chemistry and Biochemistry, The University of Western Australia, Crawley, WA 6009, Australia. keith.stubbs@uwa.edu.au.
authors.forename: Keith A
authors.initials: KA
authors.lastname: Stubbs
mesh_terms: D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008968:Molecular Conformation; D048448:Phenylcarbamates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D001619:beta-N-Acetylhexosaminidases / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D004791:Enzyme Inhibitors; D048448:Phenylcarbamates; D001619:beta-N-Acetylhexosaminidases