A FAMILY OF SINGLE-ISOMER CHIRAL RESOLVING AGENTS FOR CAPILLARY ELECTROPHORESIS .1. HEPTAKIS(2,3-DIACETYL-6-SULFATO)-BETA-CYCLODEXTRIN

A new, moderately hydrophobic, single-isomer charged cyclodextrin, the sodium salt of eptakis(2,3-diacetyl-6-sulfato)-beta-cyclodextrin, has been synthesized and used to Separate a variety of neutral, weak acid , strong base, weak base, and zwitterionic racemic enantiomers in low- pH and high-pH background electrolytes. Separation selectivity for the netural analytes rapidly decreases as the concentration of heptakis(2 ,3-diacetyl-6-sulfato)-beta-cyclodextrin increases. For charged analyt es, selectivity can increase, decrease, or pass a maximum, depending o n the numeric values of the respective complexation constants and ioni c mobilities, In,addition to separation selectivity, the extent Of pea k resolution that can be realized strongly depends on the magnitude of the dimensionless electroosmotic flow Heptakis(2,3-diacetyl-6-sulfato )-beta-cyclodextrin proved to be a broadly applicable chiral resolving agent.