title: The phosphonomethyl analogue of 3-phosphoglycerate is a potent competitive inhibitor of phosphoglycerate mutases.
abstract: The phosphonomethyl analogue of 3-phosphoglycerate (2-hydroxy-4-phosphonobutanoate) is a potent competitive inhibitor of cofactor-dependent phosphoglycerate mutase from yeast and of cofactor-independent phosphoglycerate mutase from wheat germ. For the yeast enzyme Ki is 1.3 mM (Km for substrate is 0.71 mM); for the wheatgerm enzyme Ki is 18 mM (Km for substrate is 0.86 mM). This analogue should be a useful tool for n.m.r. spectroscopic studies on the mechanism of action of the two mutases. The arsonomethyl analogue of 3-phosphoglycerate (4-arsono-2-hydroxybutanoate) was a relatively poor inhibitor.
mesh_terms: D001665:Binding Sites; D005988:Glyceric Acids / Q000494:pharmacology; D006885:Hydroxybutyrates / Q000494:pharmacology*; D007700:Kinetics; D008956:Models, Chemical; D010736:Phosphoglycerate Mutase / Q000037:antagonists & inhibitors*; D010770:Phosphotransferases / Q000037:antagonists & inhibitors*
chemical_list: D005988:Glyceric Acids; D006885:Hydroxybutyrates; C012372:2-hydroxy-4-phosphonobutyric acid; C005156:3-phosphoglycerate; D010770:Phosphotransferases; D010736:Phosphoglycerate Mutase