title: Carbasugar probes to explore the enzyme binding pocket at the anomeric position: application to the design of Golgi mannosidase II inhibitors.
abstract: A methodology is described for the highly efficient and divergent synthesis of pseudosugars which allows the stereoselective introduction of polar groups at either the α or the β pseudoanomeric positions. Using this method, a series of 3-deoxycarbasugar analogues of mannose bearing a pyridyl group are rationally designed, prepared and tested for inhibition of Golgi α-mannosidase II.
authors.affiliation: Institute of Cancer Therapeutics, University of Bradford, Bradford, BD7 1DP, United Kingdom.
authors.forename: M V
authors.initials: MV
authors.lastname: Vinader
authors.forename: K
authors.initials: K
authors.lastname: Afarinkia
mesh_terms: D001665:Binding Sites; D054329:Carbasugars / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D020650:Combinatorial Chemistry Techniques; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006056:Golgi Apparatus / Q000201:enzymology*; D008361:Mannosidases / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011485:Protein Binding; D017026:Swainsonine / Q000737:chemistry / Q000494:pharmacology
chemical_list: D054329:Carbasugars; D004791:Enzyme Inhibitors; D008361:Mannosidases; C038829:mannosyl-oligosaccharide 1,3 - 1,6-alpha-mannosidase; D017026:Swainsonine