Enantioresolution of Chiral Derivatives of Xanthones on (S ,S )-Whelk-O1 and l -Phenylglycine Stationary Phases and Chiral Recognition Mechanism by Docking Approach for (S ,S )-Whelk-O1

Chirality ◽  
2012 ◽  
Vol 25 (2) ◽  
pp. 89-100 ◽  
Author(s):  
Carla Fernandes ◽  
Andreia Palmeira ◽  
Alexandre Santos ◽  
Maria Elizabeth Tiritan ◽  
Carlos Afonso ◽  
...  
Keyword(s):  
Chiral Recognition ◽  
Stationary Phases ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism ◽  
Docking Approach ◽  
Derivatives Of

Enantioseparation and chiral recognition mechanism of new chiral derivatives of xanthones on macrocyclic antibiotic stationary phases

2012 ◽  
Vol 1241 ◽  
pp. 60-68 ◽  
Author(s):  
Carla Fernandes ◽  
Maria Elizabeth Tiritan ◽  
Quezia Cass ◽  
Visvaldas Kairys ◽  
Miguel Xavier Fernandes ◽  
...  
Keyword(s):  
Chiral Recognition ◽  
Stationary Phases ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism ◽  
Macrocyclic Antibiotic ◽  
Derivatives Of

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.

Controllable synthesis of cellulose benzoates for understanding of chiral recognition mechanism and fabrication of highly efficient chiral stationary phases

2018 ◽  
Vol 10 (24) ◽  
pp. 2844-2853 ◽  
Author(s):  
Limin Chang ◽  
Jinming Zhang ◽  
Weiwei Chen ◽  
Mei Zhang ◽  
Chunchun Yin ◽  
...  
Keyword(s):  
Chiral Recognition ◽  
Stationary Phases ◽  
Chiral Stationary Phases ◽  
Helical Conformation ◽  
Cellulose Derivatives ◽  
Controllable Synthesis ◽  
Recognition Mechanism ◽  
Chiral Recognition Mechanism ◽  
The Core ◽  
Highly Efficient

The core of enantioseparation is to combine the hydrophobic helical conformation of cellulose derivatives with weak non-enantioselective interactions.

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