色谱 ›› 2016, Vol. 34 ›› Issue (1): 108-112.DOI: 10.3724/SP.J.1123.2015.10035

• 研究论文 • 上一篇    下一篇

手性固定相AD、AS和OD的拆分性能

李丽群1, 范军1, 张晶1, 陈晓东2, 王泰2, 贺建峰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:2015-10-24 出版日期:2016-01-08 发布日期:2012-08-01
  • 通讯作者: 范军, 章伟光
  • 基金资助:

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

Enantioseparation behavior of chiral stationary phases AD, AS and OD

LI Liqun1, FAN Jun1, ZHANG Jing1, CHEN Xiaodong2, WANG Tai2, HE Jianfeng1, 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:2015-10-24 Online:2016-01-08 Published:2012-08-01
  • Supported by:

    Project of National Natural Science Foundation of China (21171059, 21571070); Innovation Fund for Technology Based Firms, Ministry of Science and Technology, China (13C26214404534); Science and Technology Project of Guangdong Province, China (2014A010101145, 2012B010900043); Guangzhou Science and Technology Project, China (2013J4400027, 201508020093).

摘要:

手性固定相-高效液相色谱法在手性药物、手性农药等的分离分析中应用广泛。本文采用3种多糖衍生物的手性固定相(即EnantioPak AD、AS和OD)对20种手性化合物开展手性分离研究,进而探讨样品分子结构、多糖骨架和衍生基团对手性分离的影响。结果表明,除化合物13外,其余化合物在EnantioPak AD上均实现基线分离,分离度多在2.0以上,在正己烷-醇流动相中加入酸碱添加剂可改善和优化酸性或碱性化合物的分离效果;芳香醇(化合物13~16)随着侧链碳数增加在色谱柱上的保留减弱,其分离度呈现增加的趋势;对比8种化合物在3种手性固定相上的分离结果可知,EnantioPak AD表现出更优的分离性能。这为深入研究和了解多糖手性固定相、拓展其手性分离应用提供了参考。

关键词: 多糖手性固定相, 分离机理, 高效液相色谱, 手性识别

Abstract:

Over the past decades, HPLC enantioseparation with chiral stationary phases (CSPs) has been widely applied in chiral analysis and preparation of new pharmaceuticals, pesticides, food, etc. Herein, enantioseparation of 20 chiral compounds have been carried out on three polysaccharide-based CSPs (EnantioPak AD, AS and OD) with normal phases by HPLC, separately. The influences of skeletal structure and the kinds of derivative groups on separation behaviors of these CSPs have been studied in detail. As results indicated, except for compound 13, the other compounds were baseline separated on EnantioPak AD, with most of resolution over 2.0; in addition, better separation for acidic or basic compounds was achieved through adding acidic/basic additives into the mobile phase of hexane-alcohol. For four aromatic alcohols (compounds 13-16), their retention in the EnantioPak AD column showed a weakening tendency with increase of carbon number in side chain group, and the reverse trend of their resolution was observed. Furthermore, EnantioPak AD showed much better separation performance for eight compounds (13-20) than the others. In short, these results have provided some references for further investigation of separation behavior and applications of polysaccharide-based CSPs.

Key words: chiral recognition, high performance liquid chromatography (HPLC), polysaccharide-based chiral stationary phases, separation mechanism

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