Lin Bo, Ng Siu-Choon, Feng Yu-Qi
Department of Chemistry, Wuhan University, Wuhan, PR China.
Electrophoresis. 2008 Oct;29(19):4045-54. doi: 10.1002/elps.200800036.
Enantiomer separations were performed on three beta-cyclodextrin-based chiral stationary phases (CSP) containing the pernaphthylcarbamoylated beta-cyclodextrin (CSP 1), peracetylated beta-cyclodextrin (CSP 2) and permethylated beta-cyclodextrin (CSP 3) as chiral selectors by capillary liquid chromatography and pressure-assisted capillary electrochromatography in this study. Triethylammonium acetate/MeOH or phosphate buffer/MeOH was used as the mobile phase. The experimental factors affecting chiral separations have been examined for each CSP, including pH of the buffers, methanol content and applied voltage. Under optimal separation conditions, a number of racemic compounds were resolved into their enantiomers on three cyclodextrin-based CSP. A comparative study on the performance of three CSP revealed the presence of carbonyl functional groups as well as aromatic rings in the cyclodextrin derivatives, enhanced the interaction between the analytes and CSP, and thus improved enantioselectivity of the CSP.
在本研究中,通过毛细管液相色谱法和压力辅助毛细管电色谱法,在三种基于β-环糊精的手性固定相(CSP)上进行对映体分离,这些固定相含有萘甲酰化β-环糊精(CSP 1)、全乙酰化β-环糊精(CSP 2)和全甲基化β-环糊精(CSP 3)作为手性选择剂。乙酸三乙铵/甲醇或磷酸盐缓冲液/甲醇用作流动相。针对每种CSP,研究了影响手性分离的实验因素,包括缓冲液的pH值、甲醇含量和施加电压。在最佳分离条件下,多种外消旋化合物在三种基于环糊精的CSP上被拆分为对映体。对三种CSP性能的比较研究表明,环糊精衍生物中羰基官能团以及芳香环的存在增强了分析物与CSP之间的相互作用,从而提高了CSP的对映选择性。