色谱

色谱 ›› 2016, Vol. 34 ›› Issue (3): 321-326.DOI: 10.3724/SP.J.1123.2015.11025

• 研究论文 • 上一篇    下一篇

超临界流体色谱与高效液相色谱分离手性化合物的比较

张晶1, 陈晓东2, 李丽群1, 贺建峰1, 范军1, 章伟光1,2   

  1. 1. 华南师范大学化学与环境学院, 广东 广州 510006;
    2. 广州研创生物技术发展有限公司, 广东 广州 510663
  • 收稿日期:2015-11-14 出版日期:2016-03-08 发布日期:2012-09-28
  • 通讯作者: 章伟光, 范军
  • 基金资助:

    国家自然科学基金项目(21171059,21571070);科技型中小企业技术创新基金项目(13C26214404534);广东省科技计划项目(2012B010900043,2014A010101145);广州市科技计划项目(2013J4400027,201508020093).

Comparative separation of chiral compounds by supercritical fluid chromatography and high performance liquid chromatography

ZHANG Jing1, CHEN Xiaodong2, LI Liqun1, HE Jianfeng1, FAN Jun1, ZHANG Weiguang1,2   

  1. 1. School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China;
    2. Guangzhou Research & Creativity Biotechnology Co. Ltd., Guangzhou 510663, China
  • Received:2015-11-14 Online:2016-03-08 Published:2012-09-28
  • Supported by:

    Project of National Natural Science Foundation of China (Nos. 21171059, 21571070); Innovation Fund for Technology Based Firms (No. 13C26214404534); Guangdong Provincial Science and Technology Project (Nos. 2012B010900043, 2014A010101145); Guangzhou Science and Technology Project (Nos. 2013J4400027, 201508020093).

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169

被引次数

7

摘要：

超临界流体色谱(SFC)分离具有速度快、分离效率高、溶剂消耗少等优点,近年来在手性化合物的分离分析中得到诸多应用。本文对比研究了涂覆型多糖手性色谱柱在SFC和高效液相色谱(HPLC)上拆分24种手性化合物的差异。通过比较这些化合物在色谱柱上的保留时间和选择因子等发现多数化合物在SFC上的分离效率要高于其在HPLC上的分离效率,但HPLC对轴手性化合物的分离效率要优于SFC。SFC和HPLC的分离表现出一定的互补性,随着苯环侧链烷基的碳数增加,化合物在SFC上的保留逐渐增强,而在HPLC的保留却逐渐减弱。叶菌唑在使用SFC和HPLC分析时出现了洗脱顺序反转的现象。这些结果为SFC手性拆分提供了参考。

关键词: 超临界流体色谱, 对映体, 多糖手性固定相, 高效液相色谱, 手性分离, 洗脱顺序反转

Abstract:

Supercritical fluid chromatographic (SFC) technique has been widely applied in the analysis, determinations and chromatographic preparations of chiral compounds in past decades due to some advantages such as fast speed, high efficiency and low consumption of organic solvents. Herein, 24 kinds of chiral compounds (H1-H24) have been resolved on four polysaccharide-coated chiral stationary phases (CSPs) by SFC and high performance liquid chromatography (HPLC), separately. Taking into account their retention times and selection factors of these compounds, SFC separation showed a better efficiency than HPLC for most of the compounds, except for some axis-chiral compounds. Some complementarity between SFC and HPLC separations was observed. For H15-H17, their retentions in SFC separations showed a strengthening trend with increasing carbon numbers of side alkyl chain, whereas a reverse tendency in HPLC separation was displayed. Most interestingly, an elution order reversal of metconazole enantiomers was found in this work. In brief, these results would provide some valuable references for the development of SFC separation methods in the future.

Key words: elution order reversal, enantiomers, enantioseparation, high performance liquid chromatography (HPLC), polysaccharide-based chiral stationary phases, supercritical fluid chromatography (SFC)

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