Oxidation of lincomycin by hydrogen peroxide restricts its potential biotransformation with haloperoxidases

Folia Microbiol (Praha). 2001;46(5):376-8. doi: 10.1007/BF02814424.

Abstract

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.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen Peroxide / chemistry*
  • Lincomycin / analogs & derivatives*
  • Lincomycin / analysis
  • Lincomycin / chemical synthesis
  • Lincomycin / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Oxidation-Reduction
  • Peroxidases / chemistry
  • Streptomyces
  • Sulfones / analysis
  • Sulfones / chemical synthesis
  • Sulfoxides / analysis
  • Sulfoxides / chemical synthesis

Substances

  • Sulfones
  • Sulfoxides
  • lincomycin sulfone
  • lincomycin sulfoxide
  • Hydrogen Peroxide
  • Lincomycin
  • Peroxidases