Microbial transformation of antibiotics: phosphorylation of clindamycin by Streptomyces coelicolor Müller.
Addition of clindamycin to whole-cell cultures of Streptomyces coelicolor Müller resulted in the loss of in vitro activity against organisms sensitive to clindamycin. Incubation of such culture filtrates with alkaline phosphatase generated a biologically active material identified as clindamycin. Fermentation broths containing inactivated clindamycin yielded clindamycin 3-phosphate, the structure of which was established by physical-chemical and enzymatic studies. Clindamycin was phosphorylated by lysates and partially purified enzyme preparations from S. coelicolor Müller. These reactions require a ribonucleoside triphosphate and Mg(2+). The product of the cell-free reactions was identified as clindamycin 3-phosphate.
D000255:Adenosine Triphosphate / Q000378:metabolism; D000469:Alkaline Phosphatase / Q000494:pharmacology; D000645:Ammonium Sulfate; D000818:Animals; D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000378:metabolism* / Q000494:pharmacology; D001681:Biological Assay; D002417:Cattle; D002474:Cell-Free System; D055598:Chemical Phenomena; D002621:Chemistry; D002712:Chlorides; D002848:Chromatography, DEAE-Cellulose; D002855:Chromatography, Thin Layer; D003470:Culture Media; D004798:Enzymes / Q000302:isolation & purification / Q000378:metabolism; D005285:Fermentation; D006027:Glycosides / Q000378:metabolism; D006868:Hydrolysis; D007259:Infrared Rays; D007422:Intestines / Q000201:enzymology; D008034:Lincomycin / Q000378:metabolism*; D008274:Magnesium; D009682:Magnetic Resonance Spectroscopy; D008345:Manganese; D009711:Nucleotides / Q000378:metabolism; D010085:Oxidative Phosphorylation; D011759:Pyrrolidines / Q000378:metabolism; D012505:Sarcina / Q000187:drug effects; D013053:Spectrophotometry; D013302:Streptomyces / Q000201:enzymology / Q000378:metabolism*; D013696:Temperature
D000900:Anti-Bacterial Agents; D002712:Chlorides; D003470:Culture Media; D004798:Enzymes; D006027:Glycosides; D009711:Nucleotides; D011759:Pyrrolidines; D008345:Manganese; D000255:Adenosine Triphosphate; D008034:Lincomycin; D000469:Alkaline Phosphatase; D008274:Magnesium; D000645:Ammonium Sulfate