Tetramethylammonium‐lactobionate: A novel ionic liquid chiral selector based on saccharides in capillary electrophoresis

Zhang, Qi; Du, Yingxiang; Du, Shuaijing; Zhang, Jinjing; Feng, Zijie; Zhang, Yanjie; Li, Xiaoqi

doi:10.1002/elps.201400358

Cited by 43 publications

(12 citation statements)

References 46 publications

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“…Therefore, double systems were used to improve enantioselectivity. Much better resolution of enantiomers was obtained for the first time in capillary electrophoresis (CE) by using several chiral selectors simultaneously, based on the synergistic effect of such combined systems [231][232][233][234][235][236]. To date, there are only a limited number of reports on the application of CILs as chiral selectors forming synergistic systems in HPLC.…”

Section: Cils Added To the Chiral Chromatographic Systemmentioning

confidence: 99%

Chiral Ionic Liquids: Structural Diversity, Properties and Applications in Selected Separation Techniques

Flieger

Feder‐Kubis

Tatarczak-Michalewska

2020

IJMS

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Ionic liquids (ILs) are chemical compounds composed of ions with melting points below 100 °C exhibiting a design feature. ILs are commonly used as the so-called green solvents, reagents or highly efficient catalysts in varied chemical processes. The huge application potential of ionic liquids (IL) justifies the growing interest in these compounds. In the last decade, increasing attention has been devoted to the development of new methods in the synthesis of stable chiral ionic liquids (CILs) and their application in various separation techniques. The beginnings of the successful use of CILs to separate enantiomers date back to the 1990 s. Most chiral ILs are based on chiral cations or chiral anions. There is also a limited number of CILs possessing both a chiral cation and a chiral anion. Due to the high molecular diversity of both ions, of which at least one has a chiral center, we have the possibility to design a large variety of optically active structures, thus expanding the range of CIL applications. Research utilizing chiral ionic liquids only recently has become more popular. However, it is the area that still has great potential for future development. This review aimed to describe the diversity of structures, properties and examples of applications of chiral ionic liquids as new chiral solid materials and chiral components of the anisotropic environment, providing chiral recognition of enantiomeric analytes, which is useful in liquid chromatography, countercurrent chromatography and other various CIL-based extraction techniques including aqueous biphasic (ABS) extraction systems, solid–liquid two-phase systems, liquid–liquid extraction systems with hydrophilic CILs, liquid–liquid extraction systems with hydrophobic CILs, solid-phase extraction and induced-precipitation techniques developed in the recent years. The growing demand for pure enantiomers in the pharmaceutical and food industries sparks further development in the field of extraction and separation systems modified with CILs highlighting them as affordable and environmentally friendly both chiral selectors and solvents.

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Section: Cils Added To the Chiral Chromatographic Systemmentioning

confidence: 99%

Chiral Ionic Liquids: Structural Diversity, Properties and Applications in Selected Separation Techniques

Flieger

Feder‐Kubis

Tatarczak-Michalewska

2020

IJMS

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“…Zhang et al. , synthesized a lactobionic acid based IL, tetramethylammonium‐lactobionate (TMA‐LA), and its chiral separation capability was investigated. In the particular study, several racemic drugs were selected as model analytes; atenolol, metroprolol, bisoprolol, propranolol, nefopam, and duloxetine.…”

Section: Chiral Selectorsmentioning

confidence: 99%

Chiral selectors in CE: Recent development and applications (mid‐2014 to mid‐2016)

Stavrou

Agathokleous

Kapnissi‐Christodoulou

2017

Electrophoresis

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This report, which is a sequence of a series of reviews, records the most important chiral selectors (CSs) applied in CE. It highlights the CSs that were used during the period 2014 to mid-2016. In this review, method developments, validations, and pharmaceutical along with biomedical applications are presented. The different CSs include CDs, antibiotics, cyclofructants, linear and branched oligo- and polysaccharides, and polymeric surfactants. In addition, the advantages of these CSs, along with their chiral recognition mechanisms, and their performance, are discussed.

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“…Several papers have reported the application of ILs in CE for enantioseparation and in these chiral separation systems, the attractive feature of ILs makes them possible to be performed in various modes, e.g. the modification of conventional chiral separation system with achiral ILs, to produce synergistic effect with conventional chiral selectors, or acting as the sole chiral selectors for direct enantioseparation, etc [16][17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Evaluation of cyclodextrin‐micellar electrokinetic capillary chromatography with pyrrolidinium‐based ionic liquid surfactant as a pseudostationary phase for chiral separation

Tao

Zhang

Sun

et al. 2019

Separation Science Plus

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Ionic liquids have drawn increasing attention in separation science recently. As a new promising brand of surfactants, ionic‐liquid‐based surfactants have their unique properties and superior aggregation behavior, which can be introduced as micelle‐forming surfactants in micellar electrokinetic capillary chromatography mode. There have been few reports of the applications of ionic‐liquid‐based surfactants for micellar electrokinetic capillary chromatography enantioseparation. In this study, pyrrolidinium‐based ionic liquids surfactants were applied for the first time for chiral separation with hydroxypropyl‐β‐cyclodextrin as a chiral selector by micellar electrokinetic capillary chromatography. As observed, the established micellar electrokinetic capillary chromatography systems with ionic‐liquid‐based surfactants could provide better separation of tested chiral drugs than conventional non‐ionic liquid cationic surfactant. In addition, parameters such as the alkyl chain length, concentration of ionic‐liquid‐based surfactants, type and proportion of organic modifier, concentration of chiral selector and composition and pH of buffer solution were systematically investigated to optimize the cyclodextrin‐micellar electrokinetic capillary chromatography system.

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Tetramethylammonium‐lactobionate: A novel ionic liquid chiral selector based on saccharides in capillary electrophoresis

Cited by 43 publications

References 46 publications

Chiral Ionic Liquids: Structural Diversity, Properties and Applications in Selected Separation Techniques

Chiral Ionic Liquids: Structural Diversity, Properties and Applications in Selected Separation Techniques

Chiral selectors in CE: Recent development and applications (mid‐2014 to mid‐2016)

Evaluation of cyclodextrin‐micellar electrokinetic capillary chromatography with pyrrolidinium‐based ionic liquid surfactant as a pseudostationary phase for chiral separation

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