Carboxymethyl β -cyclodextrin as chiral selector in capillary electrophoresis: Enantioseparation of 16 basic chiral drugs and its chiral recognition mechanism associated with drugs' structural features

2017 ◽  
Vol 31 (11) ◽  
pp. e3991 ◽  
Author(s):  
Linlin Fang ◽  
Yueying Du ◽  
Xiaoyu Hu ◽  
Linda Luo ◽  
Xin Guo ◽  
...  
Keyword(s):  
Capillary Electrophoresis ◽  
Chiral Recognition ◽  
Structural Features ◽  
Chiral Selector ◽  
Chiral Drugs ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism

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.

scholarly journals Enantioseparation, Stereochemical Assignment and Chiral Recognition Mechanism of Sulfoxide-Containing Drugs

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2680 ◽  
Author(s):  
Fei Xiong ◽  
Bei-Bei Yang ◽  
Jie Zhang ◽  
Li Li
Keyword(s):  
Chiral Recognition ◽  
Stationary Phases ◽  
Binding Energies ◽  
Chiral Drugs ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism ◽  
Stereochemical Assignment ◽  
Pharmacokinetic Properties ◽  
Fresh Perspective ◽  
Theoretical Simulations

The distinct pharmacodynamic and pharmacokinetic properties of enantiopure sulfoxide drugs have stimulated us to systematically investigate their chiral separation, stereochemical assignment, and chiral recognition mechanism. Herein, four clinically widely-used sulfoxide drugs were chosen and optically resolved on various chiral stationary phases (CSPs). Theoretical simulations including electronic circular dichroism (ECD) calculation and molecular docking were adopted to assign the stereochemistry and reveal the underlying chiral recognition mechanism. Our results showed that the sequence of calculated mean binding energies between each pair of enantiomers and CSP matched exactly with experimentally observed enantiomeric elution order (EEO). It was also found that the length of hydrogen bond might contribute dominantly the interaction between two enantiomers and CSP. We hope our study could provide a fresh perspective to explore the stereochemistry and chiral recognition mechanism of chiral drugs.

scholarly journals A Study on the Chiral Recognition Mechanism of Enantioseparation of Adrenaline and Its Analogues Using Capillary Electrophoresis

2007 ◽  
Vol 55 (2) ◽  
pp. 324-327 ◽  
Author(s):  
Guoqing Zhang ◽  
Zhanying Hong ◽  
Yifeng Chai ◽  
Zhenyu Zhu ◽  
Yunlong Song ◽  
...  
Keyword(s):  
Capillary Electrophoresis ◽  
Chiral Recognition ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism
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