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Keywords:

  • amino acids;
  • biotransformations;
  • fosfomycin;
  • hydroxyacetone;
  • isotopic labeling

Abstract

Racemic (1R*,2R*)-1,2-dihydroxy-[1-13C1]propylphosphonic acid and 1-hydroxy-[1-13C1]acetone were synthesized and fed to R. huakuii PMY1. Alanine and a mixture of valine and methionine were isolated as their N-acetyl derivatives from the cell hydrolysate by reversed-phase HPLC and analyzed by NMR spectroscopy. It was found that the carbon atoms of the respective carboxyl groups were highly 13C-labeled (up to 65 %). Hydroxyacetone is therefore considered an obligatory intermediate of the biodegradation of fosfomycin by R. huakuii PMY1.