Abstract
Several chiral reagents including cyclodextrins (CDs) and derivatives, crown ethers, proteins, chiral surfactants, and polymers have been involved in dual-selector systems for enantioseparation of a series of compounds by capillary electrophoresis (CE). In this paper, chondroitin sulfate D-based dual-selector system (CSD/CM-β-CD) was firstly established and investigated for the enantioseparation of six basic racemic drugs in capillary electrophoresis. Compared to the single-selector systems, synergistic effect and significantly improved separations for all tested analytes were observed in CSD/CM-β-CD system. The effect of several parameters, such as buffer pH, chiral selector concentration, and applied voltage, was systematically optimized. Meanwhile, to investigate the possible chiral recognition mechanisms in CSD/CM-β-CD synergistic system, we tried to apply the molecular docking method to simulate the host-guest binding procedures of the polysaccharide-based dual system for the first time. The difference in binding free energy was found to correspond to the chiral selectivity factor. The existence of CSD-CM-β-CD complex may give rise to a higher discriminatory ability against the enantiomers, indicating the synergistic effect in CSD/CM-β-CD system.
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Funding
This work was supported by the Project of National Natural Science Foundation of China (No.: 81072610), the Natural Science Foundation of Jiangsu Province (Program No.: BK20150697), and the Project of the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).
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Yang, X., Yan, Z., Yu, T. et al. Study of the enantioselectivity and recognition mechanism of chiral dual system based on chondroitin sulfate D in capillary electrophoresis. Anal Bioanal Chem 410, 5889–5898 (2018). https://doi.org/10.1007/s00216-018-1208-2
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DOI: https://doi.org/10.1007/s00216-018-1208-2