4.5 Article

Investigation on improvement of enantioseparation in capillary electrophoresis based on maltodextrin by chiral ionic liquids

Journal

JOURNAL OF SEPARATION SCIENCE
Volume 45, Issue 18, Pages 3604-3613

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/jssc.202200408

Keywords

capillary electrophoresis; chiral ionic liquids; chiral recognition mechanism; enantiomeric impurity assay; enantioseparation

Funding

  1. National Natural Science Foundation of China [81900528]
  2. Jiangsu Research Hospital Association for Precision Medication [JY202126]

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This study utilized chiral ionic liquids to enhance the enantioseparation performance of a traditional chiral selector in capillary electrophoresis. Two polyhydroxy compound-based chiral ionic liquids were designed and used as additives for chiral separation, leading to improved enantioseparations of various model drugs. The chiral recognition mechanism was elucidated through spectroscopic and computational analyses.
Taking advantage of chiral ionic liquids, this study deals with the improvement of the enantioseparation performance of a traditional chiral selector (maltodextrin) in capillary electrophoresis. Herein, two polyhydroxy compound-based chiral ionic liquids, namely tetramethylammonium-D-gluconic acid and tetramethylammonium-shikimic acid were designed and utilized as additives for chiral separation for the first time. The synergistic systems provided much better enantioseparations of twelve model drugs compared to the single maltodextrin system. These model analytes contained analgesics, antidepressants, antiallergic drugs, antifungal drugs, antihypertensive drugs, and antiparkinsonian drugs. After optimizing the separation conditions, the chiral recognition mechanism was probed by means of ultraviolet spectroscopy, nuclear magnetic resonance, and molecular modeling. The results of spectroscopic and computational analyses were in good consistency with enantioseparation outcomes. Finally, the proposed method was successfully used for the determination of the enantiomeric purity of duloxetine hydrochloride.

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