The specificity of oxidase and kinase preparations from Pseudomonas fluorescens towards deoxyfluoromonosaccharides.
With partially purified enzyme preparations from cell-free extracts of Pseudomonas fluorescens, 3-deoxy-3-fluoro-D-glucose and 3-deoxy-3-fluoro-D-gluconic acid are substrates for glucose oxidase (EC 1.1.3.4.) and gluconate dehydrogenase (EC 1.1.99.3), with K-m values 18.2 mM and 11.8 mM, respectively. The same enzymes that oxidize glucose and gluconic acid probably oxidize 3-deoxy-3-fluoro-D-glucose and 3-deoxy-3-fluoro-D-gluconic acid. The latter fluorinated carbohydrates and the presumed formation of 3-deoxy-3-fluoro-2-keto-D-gluconic acid, which has been isolated as a calcium salt and characterizied, are not substrates for gluconokinase (EC 2.7.1.12). Both 3-deoxy-3-fluoro-D-glucose and 3-deoxy-3-fluoro-D-gluconic acid act as competitive inhibitors of this enzyme preparation for gluconate, with K-i values 47.5 mM and 14.8 mM, respectively.
D000429:Alcohol Oxidoreductases / Q000378:metabolism*; D002855:Chromatography, Thin Layer; D003837:Deoxy Sugars / Q000138:chemical synthesis / Q000378:metabolism*; D003847:Deoxyglucose / Q000031:analogs & derivatives; D004355:Drug Stability; D005461:Fluorine; D005942:Gluconates; D005949:Glucose Oxidase / Q000378:metabolism*; D005958:Glucosephosphates; D007700:Kinetics; D010770:Phosphotransferases / Q000378:metabolism*; D011551:Pseudomonas fluorescens / Q000201:enzymology*; D013053:Spectrophotometry; D013056:Spectrophotometry, Ultraviolet
D003837:Deoxy Sugars; D005942:Gluconates; D005958:Glucosephosphates; D005461:Fluorine; D003847:Deoxyglucose; D000429:Alcohol Oxidoreductases; D005949:Glucose Oxidase; D010770:Phosphotransferases