Biocatalytic resolution of enantiomeric mixtures of 1-aminoethanephosphonic acid

Molecules. 2011 Jul 14;16(7):5896-904. doi: 10.3390/molecules16075896.

Abstract

Several fungal strains, namely Bauveria bassiana, Cuninghamella echinulata, Aspergillus fumigatus, Penicillium crustosum and Cladosporium herbarum, were used as biocatalysts to resolve racemic mixtures of 1-aminoethanephosphonic acid using L/D amino acid oxidase activity. The course of reaction was analyzed by 31P-NMR in the presence of cyclodextrin used as chiral discriminating agent. The best result (42% e.e of R-isomer) was obtained with a strain of Cuninghamella echinulata.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus fumigatus / metabolism
  • Biocatalysis*
  • Cladosporium / metabolism
  • Fungi / metabolism*
  • Magnetic Resonance Spectroscopy
  • Organophosphonates / chemistry*
  • Organophosphonates / metabolism*
  • Penicillium / metabolism
  • Stereoisomerism

Substances

  • Organophosphonates