title: Probing myo-inositol 1-phosphate synthase with multisubstrate adducts.
abstract: The synthesis of a series of carbohydrate-nucleotide hybrids, designed to be multisubstrate adducts mimicking myo-inositol 1-phosphate synthase first oxidative transition state, is reported. Their ability to inhibit the synthase has been assessed and results have been rationalised computationally to estimate their likely binding mode.
authors.affiliation: College of Liberal Arts and Sciences, Biological Sciences, Wayne State University, 5047 Gullen Mall, Detroit, MI 48202, USA.
authors.forename: Rania M
authors.initials: RM
authors.lastname: Deranieh
authors.forename: Miriam L
authors.initials: ML
authors.lastname: Greenberg
authors.forename: Pierre-B
authors.initials: PB
authors.lastname: Le Calvez
authors.forename: Maura C
authors.initials: MC
authors.lastname: Mooney
authors.forename: Marie E
authors.initials: ME
authors.lastname: Migaud
mesh_terms: D001667:Binding, Competitive; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019298:Glucose-6-Phosphate / Q000737:chemistry; D007295:Inositol Phosphates / Q000737:chemistry; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D007296:Myo-Inositol-1-Phosphate Synthase / Q000037:antagonists & inhibitors* / Q000737:chemistry; D009243:NAD / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D011485:Protein Binding; D012441:Saccharomyces cerevisiae / Q000201:enzymology / Q000235:genetics; D013012:Sorbitol / Q000031:analogs & derivatives* / Q000737:chemistry; D013379:Substrate Specificity; D013403:Sugar Phosphates / Q000737:chemistry*
chemical_list: C580896:2-deoxy-D-glucitol 6-(E)-vinylhomophosphonate; C403168:2-deoxyglucitol 6-phosphate; D004791:Enzyme Inhibitors; D007295:Inositol Phosphates; D008024:Ligands; D009943:Organophosphorus Compounds; D013403:Sugar Phosphates; D009243:NAD; C002647:inositol 1-phosphate; D013012:Sorbitol; D019298:Glucose-6-Phosphate; D007296:Myo-Inositol-1-Phosphate Synthase