[en] In the present study the migration order of the propranolol enantiomers with various native CDs and neutral and charged CD derivatives was examined in capillary electrophoresis (CE). The reversal of the enantiomer migration order was observed due to sulfation of β-CD on its primary hydroxy groups. The structures of intermolecular selector-selectand temporary diastereomeric associates in solution were elucidated based on 1D rotating frame nuclear Overhauser effect spectroscopy (1D ROESY) experiments. Major structural differences were observed between the propranolol complexes with native β-CD and heptakis(6-O-sulfo)-β-CD.
Georgia National Science Foundation (GNSF) ; Merck Research Laboratories ; Fonds de la Recherche Scientifique (Communauté française de Belgique) - F.R.S.-FNRS