Non-aqueous capillary electrophoretic enantiomer separations using the tetrabutylammonium salt of heptakis(2,3- O-diacetyl-6- O-sulfo)-cyclomaltoheptaose, a single-isomer sulfated β-cyclodextrin highly-soluble in organic solvents

Abstract

The tetrabutylammonium salt of heptakis(2,3-di- O-acetyl-6- O-sulfo)-cyclomaltoheptaose, a single-isomer sulfated β-cyclodextrin that is adequately soluble in a number of protic and aprotic polar solvents was synthesized on the large scale and used for the capillary electrophoretic separation of the enantiomers of weak bases in acidic acetonitrile background electrolytes. The effective mobilities and separation selectivities observed for these analytes followed trends similar to those found with other single-isomer sulfated cyclodextrins in acidic methanol background electrolytes. Enantiomer separations obtained with the tetrabutylammonium and sodium salts of heptakis(2,3-di- O-acetyl-6- O-sulfo)-cyclomaltoheptaose were different indicating, for the first time, that selection of the counter ion of the single-isomer sulfated cyclodextrin is also of importance for the separation of enantiomers.