Method for the separation of the unconjugates and conjugates of chenodeoxycholic acid and deoxycholic acid by two-dimensional reversed-phase thin layer chromatography with methyl beta-cyclodextrin

J Chromatogr A. 1998 Jun 19;811(1-2):171-80. doi: 10.1016/s0021-9673(98)00213-1.

Abstract

A simple and efficient method for the separation of individual unconjugated bile acids and their glycine- and taurine-amidated, 3-sulfated, 3-glucosylated and 3-glucuronidated conjugates is described. The method involves the use of a two-dimensional (2D) reversed-phase (RP) high-performance thin-layer chromatographic (HPTLC) technique with methyl beta-cyclodextrin (Me-beta-CD). Five major unconjugated bile acids, chenodeoxycholic acid (CDCA), deoxycholic acid (DCA), ursodeoxycholic acid and lithocholic acid, and their conjugates were examined as the solutes. A high degree of separation of individual bile acids in each homologous series was achieved on a RP-HPTLC plate by developing with aqueous methanol in the first dimension and the same solvent system containing Me-beta-CD in the second dimension. In particular, all of the six 'difficult-to-separate' pairs, unconjugated CDCA and DCA and their conjugated forms with glycine, taurine, sulfuric acid, D-glucose and D-glucuronic acid, were effectively resolved by adding Me-beta-CD in the aqueous mobile phases with the formers having larger mobilities than the latter. The application of this 2D inclusion RP-HPLC method to the separation of glycine-conjugated bile acids in human bile is also described. The present method would be useful for separating and characterizing these bile acids present in biological materials.

MeSH terms

  • Bile / chemistry
  • Chenodeoxycholic Acid / chemistry
  • Chenodeoxycholic Acid / isolation & purification*
  • Chromatography, Thin Layer
  • Cyclodextrins
  • Deoxycholic Acid / chemistry
  • Deoxycholic Acid / isolation & purification*
  • Humans
  • Indicators and Reagents
  • Solvents
  • beta-Cyclodextrins*

Substances

  • Cyclodextrins
  • Indicators and Reagents
  • Solvents
  • beta-Cyclodextrins
  • Deoxycholic Acid
  • Chenodeoxycholic Acid
  • betadex