Cyclodextrin-Mediated Enantioseparation in Microemulsion Electrokinetic Chromatography

Abstract

Chiral separation by means of cyclodextrins has a long-standing tradition in capillary electrophoresis techniques. Here we present a chiral method utilizing the recently introduced microemulsion electrokinetic chromatography. The microemulsion consisting of 1.0% SDS, 4.0% 1-butanol, 3.0% 2-propanol, 0.5% ethylacetate, and 91.5% 20 mM phosphate buffer pH 2.5 serves as a pseudostationary phase which is complemented by sulfated cyclodextrin as a second phase. The analytes partition between the aqueous running buffer and both pseudostationary phases, the oil droplets and the cyclodextrins. Enantiomers are separated due to the formation of transient diastereomeric complexes with the cyclodextrins. For the racemates of ephedrine derivatives studied here sulfated β-cyclodextrin was successfully applied. The method is appropriate to resolve an entire series of chiral phenethylamines and can be used for separation of the racemates and impurity profiling, e.g., the determination of the enantiomeric excess.