Evaluation of synergistic enantioseparation systems with chiral spirocyclic ionic liquids as additives by capillary electrophoresis

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• 作者：Yanjie Zhang ; Shuaijing Du ; Zijie Feng…
• 关键词：Chiral ionic liquids ; Capillary electrophoresis ; Enantiomeric separation ; Synergistic system ; Molecular modeling
• 刊名：Analytical and Bioanalytical Chemistry
• 出版年：2016
• 出版时间：April 2016
• 年：2016
• 卷：408
• 期：10
• 页码：2543-2555
• 全文大小：875 KB
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• 作者单位：Yanjie Zhang (1)
  Shuaijing Du (2)
  Zijie Feng (1)
  Yingxiang Du (1) (3) (4)
  Zhi Yan (1)
  
  1. Department of Analytical Chemistry, China Pharmaceutical University, Nanjing, 210009, Jiangsu, China
  2. College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China
  3. Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, Nanjing, 210009, Jiangsu, China
  4. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, Jiangsu, China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Analytical Chemistry
  Food Science
  Inorganic Chemistry
  Physical Chemistry
  Monitoring, Environmental Analysis and Environmental Ecotoxicology
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：1618-2650

文摘

In recent years, chiral ionic liquids (CILs) have attracted more and more attention in the field of enantioseparation. In this study, two novel spirocyclic chiral ionic liquids, 1-butyl-3-methylimidazolium(T-4)-bis[(2S)-2-(hydroxy-κO)-3-methylbutanoato-κO]borate (BMIm+BLHvB−) and 1-butyl-3-methylimidazolium (T-4)-bis[(αS)-α-(hydroxy-κO)-4-methylbenzeneacetato-κO]borate (BMIm+BSMB−), were applied for the first time in capillary electrophoresis (CE) to establish synergistic systems for enantiomeric separation. Significantly improved separations of five tested analytes were observed in the CILs synergistic systems based on three β-cyclodextrin derivatives (CD), compared with conventional single CD separation systems. Several principal parameters such as CILs concentration, cyclodextrin concentration, buffer pH, and applied voltage were systematically investigated with BMIm+BLHvB−/hydroxypropyl-β-CD selected as a model system to optimize the enantioseparation. Molecular modeling was applied to further demonstrate the chiral recognition mechanism of the CILs/hydroxypropyl-β-CD synergistic system, which showed a good agreement with the experimental results.