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Org Biomol Chem ; 10(48): 9601-19, 2012 Dec 28.
Article in English | MEDLINE | ID: mdl-23132282

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.


Subject(s)
Enzyme Inhibitors/chemical synthesis , Myo-Inositol-1-Phosphate Synthase/antagonists & inhibitors , NAD/chemistry , Organophosphorus Compounds/chemistry , Sorbitol/analogs & derivatives , Sugar Phosphates/chemistry , Binding, Competitive , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Glucose-6-Phosphate/chemistry , Inositol Phosphates/chemistry , Ligands , Models, Molecular , Molecular Structure , Myo-Inositol-1-Phosphate Synthase/chemistry , Protein Binding , Saccharomyces cerevisiae/enzymology , Saccharomyces cerevisiae/genetics , Sorbitol/chemistry , Substrate Specificity
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