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

机译:手性高速逆流色谱:手性选择器开发的未来策略

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摘要

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.
机译:在常规的高效液相色谱中,手性分离是通过手性柱进行的,其中手性选择剂(CS)化学键接在固体支持物上。相反,高速逆流色谱(HSCCC)通过将CS溶解在液相固定相中进行手性分离。在过去的二十年中,已开发出多种CS来成功进行手性HSCCC,其中包括N-十二烷酰基-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,酒石酸与使用一百多种不同CS的HPLC相比,在HSCCC中有效使用的CS的数量仅限于几种化合物。这可能是由于溶解在液相固定相中CS的剧烈分子运动,这降低了基于空间亲和力的手性选择性。本文提出的用于HSCC的CS的未来发展策略是通过以下三种方式来抑制CS在液相固定相中的分子运动:1)使用粘性固定相,例如水-水聚合物相系统; 2)将长的疏水链连接到不对称碳上,或3)将CS化学键接到疏水小颗粒上,例如碳纳米管,金胶体颗粒和亚微米二氧化硅颗粒。

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