Abstract

Comparative enantioseparations were performed with three neutral cyclodextrins (CD_s) in capillary electrophoresis (CE). In particular, native β-CD was compared with single component heptakis(2,3-di-O-acetyl)- β-CD (HDA-β-CD) and randomly acetylated β-CD (Ac-β-CD) with the emphasis on the enantiomer migration order. The opposite affinity of the enantiomers of several chiral analytes was observed towards native β-CD and its acetylated derivatives. The enantiomer affinity pattern of some chiral analytes was also opposite towards the two acetylated derivatives of β-CD. In the case of the chiral drug clenbuterol (CL) an attempt was made to evaluate the possible structural reasons of the affinity reversal using one- and two-dimensional as well as transverse rotating frame nuclear Overhauser effect spectroscopy (ROESY). Significant differences were observed between the structure of the CL complexes with β-CD and HDA-β-CD.

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