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Rare Keto-Aldoses from Enzymatic Oxidation: Substrates and Oxidation Products of Pyranose 2-Oxidase
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1998
Year
Bioorganic ChemistryAldo-keto ReductaseGlycobiologyEnzymatic Carbohydrate OxidationRedox BiologyBiosynthesisPyranose OxidaseGlycosylationAldehyde DehydrogenaseBiochemistryBiocatalysisRare Keto-aldosesPharmacologyOxidation ProductsBiomolecular EngineeringStructural RequirementsNatural SciencesEnzyme CatalysisMetabolismMedicineCarbohydrate-protein InteractionEnzymatic OxidationCarbonyl Metabolism
Enzymatic carbohydrate oxidation with pyranose oxidase converts a variety of carbohydrates into 2-keto-aldoses in yields from 40 to 98 % (see figure). Some glycosides may be regioselectively oxidised in position 3 by using the same enzyme, and pyranose oxidase can also act as a glycosidase/glycosyl-transferring enzyme with some compounds. The structural requirements for substrates of pyranose oxidase are deduced.