Chiral High-Speed Counter-Current Chromatography: Future Strategies for Chiral Selector Development.

Chiral High-Speed Counter-Current Chromatography: Future Strategies for Chiral Selector Development.
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DOI:
10.2174/22132406113099990001
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发表时间:
2014
期刊:
Current chromatography
影响因子:
--
通讯作者:
Ito Y
Ito Y
中科院分区:
其他
文献类型:
--
作者:
Ma Y;Ito Y

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在传统的高效液相色谱中,手性分离是通过手性柱进行的,手性选择器(CS)化学结合到固体载体上。相比之下,高速逆流色谱(HSCCC)通过将CS溶解在液体固定相中来执行手性分离。在过去的二十年中,已经成功地开发了几种手性壳聚糖类化合物,包括N-十二酰基-L-脯氨酸-3,5-二甲基苯胺、β-环糊精衍生物、万古霉素、金鸡纳生物碱衍生物、纤维素和直链淀粉衍生物、酒石酸衍生物等。这可能是由于CS在液体固定相中发生剧烈的分子运动,从而降低了基于空间亲和力的手性选择性。本文提出的CS在HSCC中的未来发展战略是通过以下三种方法抑制CS在液体固定相中的分子运动:1)使用粘性固定相,如水-水聚合物相体系;2)在不对称碳上连接长的疏水链;或3)将CS化学键合到疏水的小颗粒上,如碳纳米管、金胶体颗粒和亚微米二氧化硅颗粒。
In conventional high-performance liquid chromatography, chiral separations are performed by chiral column with a chiral selector (CS) chemically boned to the solid support. In contrast, high-speed counter-current chromatography (HSCCC) performs chiral separations by dissolving CS in the liquid stationary phase. During the past two decades, several CSs were developed to successfully carry out chiral HSCCC which include N-dodecanoyl-L-proline-3,5-dimethylanilide, β-cyclodextrin derivatives, vancomycin, cinchona alkaloid derivatives, cellulose and amylose derivatives, tartaric acid derivatives, etc. Compared to HPLC which uses over hundred different kinds of CSs, the number of CSs effectively used in HSCCC is limited to several compounds. This may be due to the violent molecular movement of CS dissolved in the liquid stationary phase which reduces chiral selectivity based on steric affinity. Future development strategy of CS for HSCC proposed here is to suppress the molecular movement of the CS in the liquid stationary phase by the following three ways: 1) using viscous stationary phase such as aqueous-aqueous polymer phase system; 2) attaching a long hydrophobic chain to the asymmetric carbon, or 3) chemically bonding CS onto hydrophobic small particles such as carbon nanotubes, gold colloidal particles, and submicron silica particles.