高效液相色谱中色谱条件对牛血清白蛋白手性固定相拆分的影响及热力学研究。

Effect of chromatographic conditions on enantioseparation of bovine serum albumin chiral stationary phase in HPLC and thermodynamic studies.

机构信息

Institute of Special Materials/School of Chemistry and Environment, South China Normal University, Guangzhou, China.

出版信息

Chirality. 2013 Sep;25(9):487-92. doi: 10.1002/chir.22163. Epub 2013 Aug 2.

Abstract

Twelve chiral compounds were enantiomerically resolved on bovine serum albumin chiral stationary phase (BSA-CSP) by high-performance liquid chromatography (HPLC) in reversed-phase modes. Chromatographic conditions such as mobile phase pH, the percentage of organic modifier, and concentration of analyte were optimized for separation of enantiomers. For N-(2, 4-dinitrophenyl)-serine (DNP-ser), the retention factors (k) greatly increase from 0.81 to 6.23 as the pH decreasing from 7.21 to 5.14, and the resolution factor (R(s)) exhibited a similar increasing trend (from 0 to 1.34). More interestingly, the retention factors for N-(2, 4-dinitrophenyl)-proline (DNP-pro) decrease along with increasing 1-propanol in mobile phase (3%, 5%, 7% and 9% by volume), whereas the resolution factor shows an upward trend (from 0.96 to 2.04). Moreover, chiral recognition mechanisms for chiral analytes were further investigated through thermodynamic methods.

摘要

十二种手性化合物在牛血清白蛋白手性固定相（BSA-CSP）上通过反相高效液相色谱（HPLC）进行对映体拆分。对色谱条件（如流动相 pH 值、有机改性剂的百分比和分析物的浓度）进行优化，以实现对映异构体的分离。对于 N-（2,4-二硝基苯）-丝氨酸（DNP-丝氨酸），随着 pH 值从 7.21 降低到 5.14，保留因子（k）从 0.81 大幅增加到 6.23，而分辨率因子（R（s））表现出类似的增加趋势（从 0 增加到 1.34）。更有趣的是，N-（2,4-二硝基苯）-脯氨酸（DNP-脯氨酸）的保留因子随流动相中 1-丙醇的增加而降低（体积比为 3%、5%、7%和 9%），而分辨率因子呈上升趋势（从 0.96 增加到 2.04）。此外，通过热力学方法进一步研究了手性分析物的手性识别机制。