Progress in Preparation and Applications of Cellulose Derivatives-Based Chiral Stationary Phase
Weng Xilun, Bao Zongbi, Luo Fei, Su Baogen, Yang Yiwen, Ren Qilong
Progress in Chemistry ›› 2014, Vol. 26 ›› Issue (0203) : 415 -423.
Preparation of optically pure isomers and determination of the enantiomeric excess of chiral racemates are becoming increasingly important. Nowadays, many top selling drugs around the world have been administrated as single enantiomer with its desired physiological effect. Direct enantioseparation using chiral stationary phases (CSPs) by high performance liquid chromatography (HPLC) has signicantly evolved during the past few decades and has been recognized as the most popular and reliable tool for both analysis and preparation purposes.This paper reviewed the recent progress and breakthroughs made on the preparation of CSPs based on cellulose derivatives as selector. The new approaches for preparing the coated-type, bonded-type and hybrid-type CSPs are specifically discussed and evaluated. Many attempts to clarify the chiral recognition mechanism of cellulose derivatives-based CSPs on liquid chromatography have been carried out by NMR spectroscopy, ATR-FTIR, X-ray analysis and DFT etc. Apart from HPLC, the polysaccharide-based CSPs have also been used for simulated moving bed (SMB) and supercritical fluid chromatography (SFC), which are well-established techniques and becoming potential alternative for production of single enantiomer drugs. The applications performed by SFC and SMB are also summarized, and the purities, productivities and solvent consumptions are specifically displayed.Moreover, future prospects on design of new chiral selectors and optimization of supporting medium of CSPs based on cellulose derivatives are presented.
Contents
1 Introduction
2 Classification and preparation methods
2.1 Coated-type CSPs
2.2 Bonded-type CSPs
2.3 Organic-inorganic hybrid CSPs
3 Chiral discrimination mechanism
4 Application
5 Outlook
cellulose derivatives
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