L-Histidinium Chiral Ionic Liquid Functionalized β-Cyclodextrin as Chiral Selector in Capillary Electrophoresis

Nowadays, ionic liquids (ILs) functionalized cyclodextrins (CDs) have drawn increasing attention in chiral separation. Herein, a novel beta-CD derivative functionalized by L-histidinium IL, mono-6-deoxy-6-L-histidinium-beta-cyclodextrin chloride (L-HMCDCl), was synthesized for the first time and utilized for enantioseparation of nefopam and chlorphenamine in capillary electrophoresis. The L-HMCDCl exhibited superior enantioselectivity compared with native beta-CD. The effect of some key parameters such as chiral selector concentration, buffer pH and applied voltage on the enantioseparation was investigated in detail. In the interest of the chiral discrimination mechanism and the enhanced enantioselectivity of L-HMCDCl, molecular modeling with AutoDock was employed to study the interaction, which was in good agreement with experimental results.

Automated summary

In this study, a novel beta-CD derivative functionalized with L-histidinium IL, L-HMCDCl, was synthesized and demonstrated superior enantioselectivity compared to native beta-CD. The impact of key parameters on enantioseparation was investigated, and molecular modeling with AutoDock confirmed the chiral discrimination mechanism and enhanced enantioselectivity of L-HMCDCl.