Dehydrogenation by gluconate 6-phosphate dehydrogenase of an isosteric phosphonate substrate analogue.
6,7-Dideoxy-D-gluco-heptonic-7-phosphonic acid, the isosteric phosphonate analogue of gluconate 6-phosphate, was prepared by incubation of the corresponding analogue of glucose 6-phosphate with glucose 6-phosphate dehydrogenase and NADP+ in the presence of an enzyme NADPH-NADP+ recycling system. The analogue of gluconate 6-phosphate is a substrate for yeast gluconate 6-phosphate dehydrogenase, showing Michaelis-Menten kinetics at pH 7.5 and 8.0. At both pH values the Km values are approx. 3-fold higher and the Vmax. values approx. 7-fold lower than those of the natural substrate.
D005942:Gluconates / Q000378:metabolism; D006539:Heptoses / Q000138:chemical synthesis / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009249:NADP / Q000378:metabolism; D010734:Phosphogluconate Dehydrogenase / Q000378:metabolism*; D013237:Stereoisomerism; D013403:Sugar Phosphates / Q000378:metabolism
C012281:6,7-dideoxy-alpha-D-gluco-heptose-7-phosphonic acid; D005942:Gluconates; D006539:Heptoses; D013403:Sugar Phosphates; D009249:NADP; D010734:Phosphogluconate Dehydrogenase; C008884:6-phosphogluconic acid