色谱

色谱 ›› 2010, Vol. 28 ›› Issue (10): 971-976.DOI: 10.3724/SP.J.1123.2010.00971

• 研究论文 • 上一篇    下一篇

双选择体手性固定相中选择体的构型对分离性能的影响

张娟, 魏文娟, 陈伟, 吴元欣, 柏正武*   

  1. 武汉工程大学化工与制药学院, 绿色化工过程省部共建教育部重点实验室, 湖北 武汉 430073
  • 收稿日期:2010-06-28 修回日期:2010-08-01 出版日期:2010-10-28 发布日期:2010-10-28
  • 通讯作者: 柏正武,教授,主要研究方向为手性分离材料. Tel: (027)87194980, E-mail: zhengwu_bai@yahoo.com.
  • 基金资助:

    国家自然科学基金项目(20675061, 50973086)和湖北省教育厅重大项目(Z 20081501).

Influence of selector configurations of biselector chiral stationary phases on enantioseparation

ZHANG Juan, WEI Wenjuan, CHEN Wei, WU Yuanxin, BAI Zhengwu*   

  1. School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan 430073, China
  • Received:2010-06-28 Revised:2010-08-01 Online:2010-10-28 Published:2010-10-28
  • Contact: Zheng-wu Bai

PDF

460

被引次数

19

摘要： 为研究选择体的构型对双选择体固定相手性识别的影响,以(1S,2S)-(~)-二苯基乙二胺及L-(~)-二苯甲酰酒石酸为手性源,合成了一种新的双选择体固定相,并用不同结构的手性样品测试了其手性分离能力。结果表明,这种固定相与以(1R,2R)-(+)-二苯基乙二胺及L(~)-二苯甲酰酒石酸为手性源制备的双选择体固定相有相当的手性分离能力,但这两种固定相所能分离的化合物不尽相同。对双选择体固定相中两个选择体的构型对固定相手性识别的影响进行了探讨。在手性识别中,以不同手性源制备的两个选择体的立体构型不能同时与一个手性样品的立体构型相匹配,从而导致相应的双选择体固定相手性分离能力的下降。

关键词: 对映体分离, 高效液相色谱, 构型, 手性固定相, 双选择体

Abstract: In order to investigate the influence of selector configurations of a biselector chiral stationary phase (CSP) on its chiral recognition, a new biselector CSP was prepared in this work using (1S,2S)-(~)-1,2-diphenylethylenediamine (DPEDA) and L-(~)-dibenzoyl tartaric acid (DBTA) as the chiral origins. The enantioseparation ability of the biselector CSP was evaluated towards chiral analytes of different structures under normal, polar organic and reverse phase modes. The chromatographic separation results showed that the enantioseparation ability of the CSP was equivalent to that of another biselector CSP in previous work, which was derived from (1R,2R)-(+)-1,2-DPEDA and L-(~)-DBTA. However, the chiral compounds separated on the two CSPs were not identical. The influence of selector configurations of biselector CSPs on the chiral recognition was discussed. In the event that the two selectors in a biselector CSP were prepared from different chiral compounds, the stereo-configurations of the two selectors cannot simultaneously match the ones of a chiral analyte, thus causing the decrease in the enantioseparation ability of the biselector CSP.

Key words: biselector, chiral stationary phase, configuration, enantioseparation, high performance liquid chromatography (HPLC)