3种芳香连二醇对映体的毛细管区带电泳手性拆分及其光学纯度分析

Enantiomeric Separation and Optical Purity Analysis of Three Arylethanediols by Capillary Zone Electrophoresis

以磺化环糊精为毛细管区带电泳(CZE)手性选择剂,成功地分离了3种烯烃的不对称二羟化产物苯基乙二醇、β-甲基苯基-乙二醇和1,2-二苯基乙二醇对映体;考察了不同手性选择剂及其浓度、背景电解质pH值、操作电压等因素对分离的影响,优化了分离条件;对该3种芳香连二醇对映体样品进行了光学纯度检查,并与HPLC测定结果作比较,评价该方法的准确性。结果表明:两批样品中对映体过量(ee)测定值与HPLC法结果相一致,CZE方法简单、准确、分离度好,可用于该芳香连二醇中性化合物的手性拆分和ee值的测定。

The enantiomers of phenyl-1,2-ethanediol, β-methylphenyl-1,2-ethanediol and 1,2-diphenyl-1,2- ethanediol were separated and analyzed with sulfated cyclodextrins （HS-CDs） as chiral selectors in the reversed-polarity capillary zone electrophoresis （CZE） mode. The separation conditions were optimized by changing the types and concentration of cyclodextrins, pH of background electrolyte, running voltage, etc. The results showed that under the optimized conditions of pH 2.5, 70 mmol/L Tris-H3PO4 buffer containing 6 g/L highly sulfated-β-cyclodextrin （HS-β-CD） at capillary temperature 20℃ in the reversed polarity voltage of 20 kV, the three arylethanediol enantiomers were baseline separated. Furthermore, the proposed method was applied to the determination of the optical purity of the arylethanediol enantiomers and the analytical results were evaluated by comparation with the high performance liquid chromatographic （HPLC） results. The results showed that the enantiomer excesses （ee%） of two batches of samples determined by CZE were consistent with that by HPLC. As a result, this method is simple, precise with high separation efficiency and can be applied to the chiral separation of these neutral arylethanediol enantiomers and determination of ee%.