Oxidation of lincomycin by hydrogen peroxide restricts its potential biotransformation with haloperoxidases.
Lincomycin biotransformation was conducted by using Streptomyces venezuelae and Streptomyces phaeochromogenes cell-free extracts. Reaction products were isolated and identified by MS and NMR spectroscopy as lincomycin sulfoxide and lincomycin sulfone. Both compounds arise also by chemical oxidation with hydrogen peroxide; this reaction represents a new efficient way for the preparation of lincomycin sulfoxide and lincomycin sulfone and simultaneously excludes the biotransformation of lincomycin using haloperoxidases.
Pospísil
S
S
Institute of Microbiology, Academy of Sciences of the Czech Republic, 124 20 Prague, Czechia. spospis@biomed.cas.cz
Sedmera
P
P
Halada
P
P
Spizek
J
J
D006861:Hydrogen Peroxide / Q000737:chemistry*; D008034:Lincomycin / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010544:Peroxidases / Q000737:chemistry; D013302:Streptomyces; D013450:Sulfones / Q000032:analysis / Q000138:chemical synthesis; D013454:Sulfoxides / Q000032:analysis / Q000138:chemical synthesis
D013450:Sulfones; D013454:Sulfoxides; C109714:lincomycin sulfone; C109713:lincomycin sulfoxide; D006861:Hydrogen Peroxide; D008034:Lincomycin; D010544:Peroxidases