Enantioseparation of rabeprazole and omeprazole by nonaqueous capillary electrophoresis with an ephedrine-based ionic liquid as the chiral selector

Biomed Chromatogr. 2010 Dec;24(12):1332-7. doi: 10.1002/bmc.1445.

Abstract

An ephedrine-based chiral ionic liquid, (+)-N,N-dimethylephedrinium-bis(trifluoromethanesulfon)imidate ([DMP](+) [Tf(2) N](-) ), served as both chiral selector and background electrolyte in nonaqueous capillary electrophoresis. The enantioseparation of rabeprazole and omeprazole was achieved in acetonitrile-methanol (60:40 v/v) containing 60 mm[DMP](+) [Tf(2) N](-) . The influences of separation conditions, including the concentration of [DMP](+) [Tf(2) N](-) , the electrophoretic media and the buffer, on enantioseparation were evaluated. The mechanism of enantioseparation was investigated and discussed. Ion-pair interaction and hydrogen bonding may be responsible for the main separation mechanism.

Publication types

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

MeSH terms

  • 2-Pyridinylmethylsulfinylbenzimidazoles / chemistry
  • 2-Pyridinylmethylsulfinylbenzimidazoles / isolation & purification*
  • Electrophoresis, Capillary / instrumentation
  • Electrophoresis, Capillary / methods*
  • Ephedrine / chemistry*
  • Hydrogen Bonding
  • Ionic Liquids
  • Omeprazole / chemistry
  • Omeprazole / isolation & purification*
  • Rabeprazole
  • Stereoisomerism

Substances

  • 2-Pyridinylmethylsulfinylbenzimidazoles
  • Ionic Liquids
  • Rabeprazole
  • Ephedrine
  • Omeprazole