Direct enantioselective HPLC monitoring of lipase-catalyzed kinetic resolution of flurbiprofen

Chirality. 2010 Jun;22(6):597-603. doi: 10.1002/chir.20798.

Abstract

The solvent versatility of Chiralpak IB, a 3,5-dimethylphenylcarbamate derivative of cellulose-based chiral stationary phase, is demonstrated in the direct enantioselective HPLC monitoring of lipase-catalyzed kinetic resolution of flurbiprofen in nonstandard HPLC organic solvents. Nonstandard HPLC organic solvents were used as the reaction media for the lipase-catalysis and in mean time as diluent to dissolve the "difficult to dissolve" enzyme substrate (the acid) and as eluent for the simultaneous enantioselective HPLC baseline separation of both substrate and product in one run without any further derivatization.

MeSH terms

  • Bacteria / enzymology
  • Biocatalysis*
  • Chromatography, High Pressure Liquid / methods*
  • Flurbiprofen / chemistry*
  • Flurbiprofen / metabolism*
  • Fungi / enzymology
  • Kinetics
  • Lipase / metabolism*
  • Solvents / chemistry
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Solvents
  • Flurbiprofen
  • Lipase