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On the Origin of Deoxypentoses: Evidence to Support a Glucose Progenitor in the Biosynthesis of Calicheamicin
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2002
Year
Bioorganic ChemistryAldo-keto ReductaseGlucose ProgenitorGlycobiologyMolecular BiologyChemical BiologyRedox BiologyBiosynthesisNatural Product BiosynthesisBiotransformationBiochemistryBiocatalysisMany Natural ProductsUnique Deoxypentose LigandsBiomolecular EngineeringNatural SciencesEnzyme CatalysisNdp-α-d-glucose DehydrogenaseMedicine
Sweet by nature: While the biosyntheses of deoxyhexoses and deoxyribose are well characterized, the biosynthesis of the unique deoxypentose ligands of many natural products is lacking. Our characterization of an enzyme involved in calicheamicin (1) biosynthesis (CalS8, an NDP-α-D-glucose dehydrogenase or GlcDH) suggests a general model in which GlcDHs commit sugar nucleotides to the biosynthesis of secondary metabolite deoxypentose ligands.