Separation of alpha-cyclohexylmandelic acid enantiomers using biphasic chiral recognition high-speed counter-current chromatography.
Separation of alpha-cyclohexylmandelic acid enantiomers using biphasic chiral recognition high-speed counter-current chromatography.
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DOI：
10.1016/j.chroma.2010.02.077
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发表时间：
2010-04-30
期刊：
影响因子：
--
通讯作者：
Ito Y
中科院分区：
文献类型：
--
作者：
Tong S;Yan J;Guan YX;Fu Y;Ito Y
本论文研究了一种新型的手性分离技术--双相识别技术在高速逆流色谱（HSCCC）拆分α-环己基扁桃酸对映体中的应用。通过在有机固定相中加入亲脂性的酒石酸（-）-2-乙基己酯和在水移动的相中加入亲水性的羟丙基-β-环糊精来进行双相手性识别HSCCC，其分别优先识别（-）-对映体和（+）-对映体。根据目标对映体的分配系数和分离因子，选择了正己烷-甲基叔丁基醚-水（9：1：10，v/v/v）为溶剂体系。研究了手性分离中涉及的各种参数，即手性选择剂（CS）的类型;每个手性选择剂的浓度;移动的相的pH;和分离温度。讨论了HSCCC两相识别手性分离的机理。采用朗缪尔等温线来估计每种手性选择剂的负载极限。实验结果表明，基于双相识别的HSCCC手性拆分技术充分利用了亲脂性和亲水性手性选择剂的协同作用，比传统的双相识别手性拆分技术具有更高的拆分效率。
This work concentrates on a novel chiral separation technology named biphasic recognition applied to resolution of α-cyclohexylmandelic acid enantiomers by high-speed counter-current chromatography (HSCCC). The biphasic chiral recognition HSCCC was performed by adding lipophilic (−)-2-ethylhexyl tartrate in the organic stationary phase and hydrophilic hydroxypropyl-β-cyclodextrin in the aqueous mobile phase, which preferentially recognized the (−)-enantiomer and (+)-enantiomer, respectively. The two-phase solvent system composed of n-hexane-methyl tert-butyl ether-water (9:1:10, v/v/v) with the above chiral selectors was selected according to the partition coefficient and separation factor of the target enantiomers. Various parameters involved in the chiral separation were investigated, namely the types of the chiral selector (CS); the concentration of each chiral selector; pH of the mobile phase; and the separation temperature. The mechanism involved in this biphasic recognition chiral separation by HSCCC was discussed. Langmuirian isotherm was employed to estimate the loading limits for each chiral selector. The overall experimental results show that the HSCCC separation of enantiomer based on biphasic recognition is much more efficient than the traditional monophasic recognition chiral separation, since it utilizes the cooperation of both lipophilic and hydrophilic chiral selectors.
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影响因子：
7.4
作者：
MA, Y;ITO, Y
通讯作者：
ITO, Y
DOI：
10.1080/10826079408013481
发表时间：
1994-01-01
期刊：
JOURNAL OF LIQUID CHROMATOGRAPHY
影响因子：
--
作者：
OLIVEROS, L;PUERTOLAS, PF;LEGOFFIC, F
通讯作者：
LEGOFFIC, F
影响因子：
4.1
作者：
Pérez, E;Santos, MJ;Minguillón, C
通讯作者：
Minguillón, C
影响因子：
7.4
作者：
Gavioli, E;Maier, NM;Lindner, W
通讯作者：
Lindner, W
影响因子：
4.1
作者：
MA, Y;ITO, Y;FOUCAULT, A
通讯作者：
FOUCAULT, A