L-Histidinium Chiral Ionic Liquid Functionalized β-Cyclodextrin as Chiral Selector in Capillary Electrophoresis

2021 ◽  
Author(s):  
Xiaofei Ma ◽  
Jingtang Li ◽  
Xiaoqi Li ◽  
Zijie Feng ◽  
Xuan Yang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Capillary Electrophoresis ◽  
Ionic Liquids ◽  
Molecular Modeling ◽  
Chiral Separation ◽  
Chiral Selector ◽  
Chiral Discrimination ◽  
Chiral Ionic Liquid ◽  
First Time ◽  
Good Agreement

Abstract Nowadays, ionic liquids (ILs) functionalized cyclodextrins (CDs) have drawn increasing attention in chiral separation. Herein, a novel β-CD derivative functionalized by L-histidinium IL, mono-6-deoxy-6-L-histidinium-β-cyclodextrin chloride (L-HMCDCl), was synthesized for the first time and utilized for enantioseparation of nefopam and chlorphenamine in capillary electrophoresis. The L-HMCDCl exhibited superior enantioselectivity compared with native β-CD. The effect of some key parameters such as chiral selector concentration, buffer pH and applied voltage on the enantioseparation was investigated in detail. In the interest of the chiral discrimination mechanism and the enhanced enantioselectivity of L-HMCDCl, molecular modeling with AutoDock was employed to study the interaction, which was in good agreement with experimental results.

Chiral separation of phenylalanine and tryptophan by capillary electrophoresis using a mixture ofβ-CD and chiral ionic liquid ([TBA] [l-ASP]) as selectors

2013 ◽  
Vol 28 (5) ◽  
pp. 610-614 ◽  
Author(s):  
Wu Yujiao ◽  
Wang Guoyan ◽  
Zhao Wenyan ◽  
Zhang Hongfen ◽  
Jing Huanwang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Capillary Electrophoresis ◽  
Chiral Separation ◽  
Chiral Ionic Liquid

Chiral separation of α-cyclohexylmandelic acid enantiomers using ionic liquid/salt aqueous two-phase system

2015 ◽  
Vol 69 (11) ◽  
Author(s):  
Lei-Lei Chen ◽  
Fen-Fang Li ◽  
Zhi-Jian Tan
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Chiral Separation ◽  
Mixing Time ◽  
Chiral Selector ◽  
Phase System ◽  
Two Phase ◽  
Aqueous Two Phase System ◽  
Liquid Salt ◽  
Influencing Parameters

AbstractIn this paper, an ionic liquid-based aqueous two-phase system (ILATPS) was applied to the chiral separation of α-cyclohexylmandelic acid (α-CHMA) enantiomers with hydroxypropyl-β- cyclodextrin (HP-β-CD) as the chiral selector. Several influencing parameters were investigated including the types and concentration of ionic liquids, the amount of phase-forming salt, temperature, mixing time, pH, and the content of HP-β-CD. The results showed that not all ILATPS had the ability to chirally recognise the selected enantiomers and that [C

Enantioseparation using carboxymethyl-6-(4-methoxybenzylamino)-β-cyclodextrin as a chiral selector by capillary electrophoresis and molecular modeling study of the recognition mechanism

2020 ◽  
Vol 44 (3) ◽  
pp. 958-972 ◽  
Author(s):  
Yu Zhao ◽  
Jinlong Wang ◽  
Yanru Liu ◽  
Zhen Jiang ◽  
Yongbo Song ◽  
...  
Keyword(s):  
Capillary Electrophoresis ◽  
Molecular Modeling ◽  
Chiral Selector ◽  
Chiral Drugs ◽  
Recognition Mechanism ◽  
Molecular Modeling Study ◽  
First Time ◽  
Modeling Study

In this study, carboxymethyl-6-(4-methoxybenzylamino)-β-cyclodextrin (CMCDPN) was synthesized for the first time and managed to be used as a chiral selector to enantioseparate 13 kinds of chiral drugs by capillary electrophoresis.

Synthesis, Characterization and Thermal Properties of a Novel Chiral Ionic Liquid with Chiral Center in Anion

2011 ◽  
Vol 233-235 ◽  
pp. 184-187
Author(s):  
Jin Yang Yu ◽  
Xiao Ling Hu ◽  
Yi Mei Tang ◽  
Liang Liang
Keyword(s):  
Ionic Liquid ◽  
Thermal Properties ◽  
Asymmetric Synthesis ◽  
Chiral Separation ◽  
Chiral Center ◽  
Chiral Catalyst ◽  
One Step ◽  
Ft Ir ◽  
Chiral Ionic Liquid ◽  
First Time

An imidazolium-based chiral ionic liquid with chiral center in anion was synthesized in one step from the materials of alkylation of N-methylimidzole and (S)-(-)-2-chloro-propionic acid for the first time. The structures and thermal properties of the objective product were confirmed by FT-IR,1HNMR and DSC, respectively. The results indicate that it may be used as a new chiral solvent for asymmetric synthesis, chiral catalyst and chiral separation.

Synthesis, application and molecular modeling study of ionic liquid functionalized lactobionic acid, 3-methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium lactobionate, as a chiral selector in capillary electrophoresis

The Analyst ◽  
2020 ◽  
Vol 145 (3) ◽  
pp. 1025-1032 ◽  
Author(s):  
Hui Xu ◽  
Zijie Feng ◽  
Yingxiang Du
Keyword(s):  
Ionic Liquid ◽  
Capillary Electrophoresis ◽  
Molecular Modeling ◽  
Chiral Selector ◽  
Lactobionic Acid ◽  
Molecular Modeling Study ◽  
Modeling Study

Ionic liquid MSI-LA was used as the sole chiral selector, both cation and anion contribute in forming interactions with enantiomers.

Facile Synthesis of a Chiral Ionic Liquid Derived from 1-Phenylethylamine

2007 ◽  
Vol 60 (1) ◽  
pp. 64 ◽  
Author(s):  
Syed A. Ashraf ◽  
Yingpit Pornputtkul ◽  
Leon A. P. Kane-Maguire ◽  
Gordon G. Wallace
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Melting Point ◽  
Chiral Discrimination ◽  
Chiral Chromatography ◽  
Facile Synthesis ◽  
Asymmetric Syntheses ◽  
Enantiomerically Pure ◽  
Simple Route ◽  
Chiral Ionic Liquid

A simple route is described to enantiomerically pure ionic liquids derived from (+)- and (–)-1-phenylethylamine. These very low melting point (–42°C) ionic liquids, containing the bis(trifluoromethylsulfonylimide) anion, possess a wide electrochemical potential window between –2.0 and +2.0 V (versus Ag|AgCl). They show chiral discrimination between the enantiomeric forms of Mosher’s salt, suggesting their potential as media for electrochemical asymmetric syntheses or chiral chromatography.

Mapping the “Extra Solvent Power, ESP” of Ionic Liquids for Monomers, Polymers and Globular Nanoparticles

2017 ◽  
Author(s):  
Jose A. Pomposo
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Linear Polymers ◽  
Green Solvents ◽  
Ionic Polymers ◽  
First Time ◽  
Solvent Power

Understanding the miscibility behavior of ionic liquid (IL) / monomer, IL / polymer and IL / nanoparticle mixtures is critical for the use of ILs as green solvents in polymerization processes, and to rationalize recent observations concerning the superior solubility of some proteins in ILs when compared to standard solvents. In this work, the most relevant results obtained in terms of a three-component Flory-Huggins theory concerning the “Extra Solvent Power, ESP” of ILs when compared to traditional non-ionic solvents for monomeric solutes (case I), linear polymers (case II) and globular nanoparticles (case III) are presented. Moreover, useful ESP maps are drawn for the first time for IL mixtures corresponding to case I, II and III. Finally, a potential pathway to improve the miscibility of non-ionic polymers in ILs is also proposed.

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