title: Exploiting sp2-Hybridisation in the Development of Potent 1,5-α-l-Arabinanase Inhibitors.
abstract: The synthesis of potent inhibitors of GH93 arabinanases as well as a synthesis of a chromogenic substrate to measure GH93 arabinanase activity are described. An insight into the reasons behind the potency of the inhibitors was gained through X-ray crystallographic analysis of the arabinanase Arb93A from Fusarium graminearum. These compounds lay a foundation for future inhibitor development as well as for the use of the chromogenic substrate in biochemical studies of GH93 arabinanases.
authors.affiliation: School of Molecular Sciences, University of Western Australia, 35 Stirling Highway, Crawley, WA, 6009, Australia.|Present address: School of Chemistry, University College Dublin, Stillorgan Road, Belfield, Dublin, 4, Ireland.
authors.forename: Travis
authors.initials: T
authors.lastname: Coyle
authors.affiliation: School of Molecular Sciences, University of Western Australia, 35 Stirling Highway, Crawley, WA, 6009, Australia.|School of Biomedical Sciences, University of Western Australia, 35 Stirling Highway, Crawley, WA, 6009, Australia.
authors.forename: Aleksandra W
authors.initials: AW
authors.lastname: Debowski
authors.affiliation: CERMAV, Université Grenoble Alpes, CNRS, 38000, Grenoble, France.
authors.forename: Annabelle
authors.identifier: 0000-0001-6667-8162
authors.initials: A
authors.lastname: Varrot
authors.affiliation: School of Molecular Sciences, University of Western Australia, 35 Stirling Highway, Crawley, WA, 6009, Australia.
authors.forename: Keith A
authors.identifier: 0000-0001-6899-402X
authors.initials: KA
authors.lastname: Stubbs
mesh_terms: D002863:Chromogenic Compounds / Q000138:chemical synthesis; D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000138:chemical synthesis; D005670:Fusarium / Q000737:chemistry*; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D008958:Models, Molecular; D013329:Structure-Activity Relationship
chemical_list: D002863:Chromogenic Compounds; D004791:Enzyme Inhibitors; D006026:Glycoside Hydrolases; C019713:alpha-N-arabinofuranosidase
keywords: arabinanases; carbamate; chromogenic substrate; enzyme inhibitors; hydroximolactone