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Cyclocholates as Chiral Selectors for Capillary Gas Chromatography – Effect of Temperature Conditioning on the Chromatographic Behavior of the Stationary Phase
Authors:Nicolas Bucaille  Laurence Vaton-Chanvrier  Yvette Combret  Jean-Claude Combret
Abstract:The suitability of cyclocholates as chiral selectors in gas chromatography has been evaluated. We present the synthesis and characterization of two cyclocholates, viz. 3α,7α-diacetoxycyclo3]cholate and 3α,7α-diacetoxycylo4]cholate. Mixtures of these new selectors with polysiloxanes were tested as chiral stationary phases in capillary gas chromatography. Several enantiomer separations of common racemates were achieved with the 3α,7α-diacetoxycyclo3]cholate at 10% in OV-1701 (w/w). It was shown that column efficiency was strongly dependent on temperature and that enantioselectivity was very sensitive to column conditioning. This chromatographic behavior suggested that cyclocholates were only dispersed in polysiloxane. Thus, it was assumed that chiral discrimination occurred via enantioselective adsorption interactions of enantiomers at the surface of the solid chiral selector dispersed in the polysiloxane matrix OV-1701.
Keywords:Enantioselective capillary gas chromatography  chiral stationary phase  chiral recognition mechanism  cholic acid  cyclocholates
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