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Synthesis and application of ionic liquid functionalized β-cyclodextrin, mono-6-deoxy-6-(4-amino-1,2,4-triazolium)-β-cyclodextrin chloride, as chiral selector in capillary electrophoresis
- Source :
- Journal of chromatography. A. 1559
- Publication Year :
- 2017
-
Abstract
- Recently,ionic liquids (ILs) functionalized cyclodextrins (CDs) have attracted more and more attention in the fields of enantioseparation. In this study, a novel IL amino triazolium functionalized β-CD derivative, mono-6-deoxy-6-(4-amino-1,2,4-triazolium)-β-cyclodextrin chloride (4-ATMCDCl), was synthesized for the first time and managed to separate dansyl amino acids and naproxen by capillary electrophoresis (CE). Compared with native β-CD, the new selector exhibited good water solubility and enhanced enantioselectivity. Several crucial parameters such as selector concentration, buffer pH, and applied voltage were systematically investigated. The molecular docking program Autodock was applied to further demonstrate the mechanism of chiral recognition and the enhanced enantioselectivity of 4-ATMCDCl, which showed good agreement with our experimental results.
- Subjects :
- Molecular Conformation
Ionic Liquids
010402 general chemistry
01 natural sciences
Biochemistry
Chloride
Analytical Chemistry
chemistry.chemical_compound
Capillary electrophoresis
medicine
Amino Acids
chemistry.chemical_classification
Aqueous solution
Chromatography
Cyclodextrin
Chemistry
010401 analytical chemistry
Organic Chemistry
beta-Cyclodextrins
Electrophoresis, Capillary
Hydrogen Bonding
Stereoisomerism
General Medicine
AutoDock
Hydrogen-Ion Concentration
Combinatorial chemistry
0104 chemical sciences
Amino acid
Molecular Docking Simulation
Ionic liquid
Derivative (chemistry)
medicine.drug
Subjects
Details
- ISSN :
- 18733778
- Volume :
- 1559
- Database :
- OpenAIRE
- Journal :
- Journal of chromatography. A
- Accession number :
- edsair.doi.dedup.....2f51def79175fec0e8ec78f4b2865026