Enantioseparation and Chiral Recognition Mechanism of Two Novel Organic Phosphonate Derivatives on Chiral Stationary Phases

2005 ◽  
Vol 38 (8) ◽  
pp. 1317-1330 ◽  
Author(s):  
Baochun Shen ◽  
Xiuzhu Xu ◽  
Xuejun Zhang ◽  
Juanjuan Chen
2018 ◽  
Vol 10 (24) ◽  
pp. 2844-2853 ◽  
Author(s):  
Limin Chang ◽  
Jinming Zhang ◽  
Weiwei Chen ◽  
Mei Zhang ◽  
Chunchun Yin ◽  
...  

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


2012 ◽  
Vol 1241 ◽  
pp. 60-68 ◽  
Author(s):  
Carla Fernandes ◽  
Maria Elizabeth Tiritan ◽  
Quezia Cass ◽  
Visvaldas Kairys ◽  
Miguel Xavier Fernandes ◽  
...  

Chirality ◽  
2012 ◽  
Vol 25 (2) ◽  
pp. 89-100 ◽  
Author(s):  
Carla Fernandes ◽  
Andreia Palmeira ◽  
Alexandre Santos ◽  
Maria Elizabeth Tiritan ◽  
Carlos Afonso ◽  
...  

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2680 ◽  
Author(s):  
Fei Xiong ◽  
Bei-Bei Yang ◽  
Jie Zhang ◽  
Li Li

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.


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