Oxidation of lincomycin by hydrogen peroxide restricts its potential biotransformation with haloperoxidases
Language English Country United States Media print
Document type Comparative Study, Journal Article, Research Support, Non-U.S. Gov't
PubMed
11899467
DOI
10.1007/bf02814424
Knihovny.cz E-resources
- MeSH
- Mass Spectrometry MeSH
- Lincomycin analogs & derivatives analysis chemical synthesis chemistry MeSH
- Magnetic Resonance Spectroscopy MeSH
- Molecular Structure MeSH
- Oxidation-Reduction MeSH
- Hydrogen Peroxide chemistry MeSH
- Peroxidases chemistry MeSH
- Streptomyces MeSH
- Sulfones analysis chemical synthesis MeSH
- Sulfoxides analysis chemical synthesis MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Comparative Study MeSH
- Names of Substances
- lincomycin sulfone MeSH Browser
- lincomycin sulfoxide MeSH Browser
- Lincomycin MeSH
- Hydrogen Peroxide MeSH
- Peroxidases MeSH
- Sulfones MeSH
- Sulfoxides MeSH
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.
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