Microbial transformation of validamycins.
Alpha- or beta-Glucosidic linkage of validamycin was selectively cleaved by microbial hydrolysis and especially the conversion of validamycin C into validamycin A by the selective hydrolysis of alpha-glucoside linkage has important significance because validamycin C is considerably less active than validamycin A.  Semisyntheses of validamycins including a new validamycin, beta-D-galactosyl-validoxylamine A were carried out by microbial transglycosidation using validoxylamine A as a glycosyl acceptor.  D-[U-14C]glucose and [14C]validoxylamine A were highly incorporated into validamycin A by validamycin-producing Streptomyces hygroscopicus var. limoneus.
D000617:Aminoglycosides / Q000096:biosynthesis / Q000378:metabolism*; D000900:Anti-Bacterial Agents / Q000096:biosynthesis / Q000378:metabolism*; D001419:Bacteria / Q000378:metabolism*; D001711:Biotransformation; D002250:Carbon Radioisotopes; D003470:Culture Media; D003511:Cyclohexanols / Q000096:biosynthesis / Q000378:metabolism; D005947:Glucose / Q000378:metabolism; D006868:Hydrolysis; D007553:Isotope Labeling; D008968:Molecular Conformation; D013302:Streptomyces / Q000378:metabolism; D013997:Time Factors
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D002250:Carbon Radioisotopes; D003470:Culture Media; D003511:Cyclohexanols; D005947:Glucose