Isolation of 3' -O-acetylchloramphenicol: a possible intermediate in chloramphenicol biosynthesis.
3' -O-acetylchloramphenicol, commonly formed from chloramphenicol by resistant bacteria, has been isolated from the antibiotic-producing organism. Biosynthetic experiments suggest that it is a protected intermediate in chloramphenicol biosynthesis, implicating acetylation as a self-resistance mechanism in the producing organism.
Gross
Frank
F
Department of Biology, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J1.
Lewis
Elizabeth A
EA
Piraee
Mahmood
M
van Pee
Karl-Heinz
KH
Vining
Leo C
LC
White
Robert L
RL
D000107:Acetylation; D000900:Anti-Bacterial Agents / Q000096:biosynthesis*; D002701:Chloramphenicol / Q000031:analogs & derivatives / Q000096:biosynthesis*; D002851:Chromatography, High Pressure Liquid; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013302:Streptomyces / Q000737:chemistry / Q000378:metabolism
D000900:Anti-Bacterial Agents; C026822:chloramphenicol 3-acetate; D002701:Chloramphenicol