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Synthesis, application and molecular modeling study of ionic liquid functionalized Lactobionic Acid, 3-Methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium Lactobionate, as chiral selector in capillary electrophoresis

Abstract

Recently, ionic liquids have been widely used for chiral separation. However, only several papers have reported the use of ionic liquid as the sole chiral selector. In this work, a novel capillary electrophoresis method using the ionic liquid 3-Methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium Lactobionate (MSI-LA) as chiral selector was developed for the enantioseparation of Propranolol, Metoprolol, Bisoprolol, Esmolol, Atenolol, Sotalol, Terbutaline and Clenbuterol. Method optimization was conducted and the optimized method (40 mM borax buffer, v/v 30% methanol, pH 8.5, 160 mM MSI-LA; +10 kV voltage; capillary temperature, 15°C; 50 mbar/5 s injection; detection wavelength, 230 nm) was successful for baseline separation of the eight basic drugs. LA (Lactobionic Acid) system was compared. The possible mechanisms of enantioseparation were investigated using molecular modeling. Both cation and anion of MSI-LA provided interactions between the chiral selector and analytes, and finally enhanced chiral recognition capability compared with LA.

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Publication details

The article was received on 09 Oct 2019, accepted on 25 Nov 2019 and first published on 26 Nov 2019


Article type: Paper
DOI: 10.1039/C9AN02009H
Analyst, 2019, Accepted Manuscript

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    Synthesis, application and molecular modeling study of ionic liquid functionalized Lactobionic Acid, 3-Methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium Lactobionate, as chiral selector in capillary electrophoresis

    H. Xu, Z. Feng and Y. Du, Analyst, 2019, Accepted Manuscript , DOI: 10.1039/C9AN02009H

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