Dehydration of a phosphonate substrate analogue by glycerol 3-phosphate dehydrogenase.
S-(+)-3,4-Dihydroxybutylphosphonic acid, an isosteric analogue of sn-glycerol 3-phosphate, was synthesized stereospecifically and shown to be an effective substrate for rabbit muscle glycerol 3-phosphate dehydrogenase (sn-glycerol 3-phosphate-NAD(+) oxidoreductase, EC 1.1.1.8). Non-isosteric phosphonate analogues of sn-glycerol 3-phosphate showed neither substrate nor inhibitory activity with the enzyme.
D001665:Binding Sites; D005993:Glycerolphosphate Dehydrogenase / Q000378:metabolism*; D005994:Glycerophosphates; D007700:Kinetics; D063065:Organophosphonates; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship
D005994:Glycerophosphates; D063065:Organophosphonates; D005993:Glycerolphosphate Dehydrogenase