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手性配体流动相高效液相色谱保留机制的建模及扁桃酸衍生物的对映体拆分

Modeling the retention mechanism for high-performance liquid chromatography with a chiral ligand mobile phase and enantioseparation of mandelic acid derivatives.

作者信息

Tong Shengqiang, Shen Mangmang, Zhang Hu, Cheng Dongping, Yan Jizhong

机构信息

College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.

出版信息

J Sep Sci. 2015 Jun;38(12):2085-92. doi: 10.1002/jssc.201500035.

Abstract

The chromatographic retention mechanism describing relationship between retention factor and concentration of Cu(2+) (l-phenylalanine)2 using chiral ligand mobile phase was investigated and eight mandelic acid derivatives were enantioseparated by chiral ligand exchange chromatography. The relationship between retention factor and concentration of the Cu(2+) (l-phenylalanine)2 complex was proven to be in conformity with chromatographic retention mechanism in which chiral discrimination occurred both in mobile and stationary phase. Different copper(II) salts, chiral ligands, organic modifier, pH of aqueous phase, and conventional temperature on retention behavior were optimized. Eight racemates were successfully enantioseparated on a common reversed-phase column with an optimized mobile phase composed of 6 mmol/L of l-phenylalanine or N,N-dimethyl-l-phenylalanine and 3 mmol/Lof copper(II) acetate or copper(II) sulfate aqueous solution and methanol.

摘要

研究了使用手性配体流动相描述保留因子与Cu(2+)(l-苯丙氨酸)2浓度之间关系的色谱保留机理,并通过手性配体交换色谱法对8种扁桃酸衍生物进行了对映体分离。保留因子与Cu(2+)(l-苯丙氨酸)2配合物浓度之间的关系被证明符合色谱保留机理,在手性流动相和固定相中均发生了手性识别。优化了不同的铜(II)盐、手性配体、有机改性剂、水相pH值和常规温度对保留行为的影响。在一个普通的反相柱上,使用由6 mmol/L的l-苯丙氨酸或N,N-二甲基-l-苯丙氨酸以及3 mmol/L的醋酸铜(II)或硫酸铜水溶液和甲醇组成的优化流动相,成功地对8种外消旋体进行了对映体分离。

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