Enantiometric Separation with Use of Stationary Phase Coated with Micellar Bile Salt for Microcolumn Liquid Chromatography

Abstract

A novel method for enantiometric separation using an ODS stationary phase coated with bile salt micelles in high-performance liquid chromatography has been developed, where bile salt surfactants such as sodium cholate and sodium deoxycholate were used for micelle formation. The present method was applied to the separation of the enantiomers of 1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (BNDHP) and N-dansylphenylalanine by using acetonitrile–water solution as the mobile phase. The dependence of the capacity factors and separation factors on the acetonitrile concentration in the mobile phase was examined for BNDHP enantiomers. These factors decreased with increasing acetonitrile concentration, which resulted in the change of separation characteristics of BNDHP enantiomers. Although BNDHP and N-dansylphenylalanine enantiomers were separated, similar enantiomers such as 2,2′-dihydroxy-1,1′ -binaphthyl and other N-dansylamino acids were not separated in the present separation system.