AMINO ACIDS BASED CHIRAL IONIC LIQUIDS FOR ENANTIOMER
SEPARATION BY CAPILLARY ELECTROPHORESIS
MIHAI STĂNESCU1*, CRINA MARIA MONCIU1, MIHAI NIȚULESCU2, CONSTANTIN DRĂGHICI3, IRINA DOICIN4, GINA LUPAȘCU1, ALEXANDRA LUPU1, CORINA CRISTINA ARAMĂ1
1Analytical Chemistry Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, Bucharest,
Romania
2Pharmaceutical Chemistry Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy,
Bucharest, Romania
3”C. D. Nenițescu” Institute of Organic Chemistry of Romanian Academy, Bucharest, Romania
4Zentiva Group - a Sanofi company, Bucharest, Romania
*corresponding author: mihai.st88@yahoo.com
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Abstract:
Room temperature chiral ionic liquids (CILs) are a relatively new class of ionic compounds; they act as efficient chiral
selectors and modifiers of the capacity of enantiodiscrimination in electrophoretic or chromatographic separations. The aim
of this study was to synthesize and characterize according to literature new ionic liquids, tetrabutylammonium and
tetramethylammonium amino acid salts (chiral anions: l-leucine, l-proline, l-histidine) and to investigate their effect on chiral
separations of some pharmaceutical active ingredients racemates (ondansetron, mianserin, ofloxacin) using capillary
electrophoresis. CILs alone were not able to discriminate the isomers of ondansetron, ofloxacin and mianserin, but the results
proved that the enantioselectivity of hydroxypropyl-β-cyclodextrin (HPβCD) increased when CILs were added in the
background electrolyte (BGE) containing cyclodextrin. Several parameters (pH, CIL and cyclodextrin concentration, applied
voltage and temperature) were studied and their effect on enantioselectivity was highlighted. The obtained results proved the
synergistic action of CIL and cyclodextrins in the chiral recognition and enantioseparation process.
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