Acta Chimica Sinica ›› 2011, Vol. 69 ›› Issue (24): 3019-3027.DOI: 10.6023/A1106192 Previous Articles     Next Articles

Full Papers

采用新型分子表面印迹技术构建手性空穴实现对手性药物对映体的分子识别与高效拆分

李丁, 高保娇*, 许文梅   

  1. (中北大学化学工程系 太原 030051)
  • 投稿日期:2011-06-19 修回日期:2011-08-27 发布日期:2011-09-06
  • 通讯作者: 高保娇 E-mail:gaobaojiao@126.com

Realizing molecular recognition and high efficient Preparation for enantiomers of Chiral Drugs by constituting Chiral caves with Novel Surface-Molecular Imprinting Technique

LI Ding, GAO Bao-Jiao, XU Wen-Mei   

  1. (Department of Chemical Engineering, North University of China, Taiyuan 030051)
  • Received:2011-06-19 Revised:2011-08-27 Published:2011-09-06
  • Contact: Bao-jiao GAO E-mail:gaobaojiao@126.com

Via the coupling effect of γ-aminopropyltrimethoxysilane, methacrylic acid was graft-polymerized onto the surface of silica gel particles, obtaining the grafted particles PMAA/SiO2. Then, the molecular imprinting towards the grafted PMAA was performed with one enantiomer of tetramisole (TM), L-TM, as template molecule and ethylene glycol diglycidyl ether (EGDE) as crosslinking agent by using the novel surface-molecular imprinting technique established by our research group, and the L-TM molecule-imprinted material MIP-PMAA/SiO2 was prepared. With another enantiomer, D-TM, as a contrast compound, both static and dynamic methods were adopted to study the chiral recognition character and binding property of MIP-PMAA/SiO2 for L-TM and to examine its ability to separate the two enantiomers in racemate. The experiment results show that MIP-PMAA/SiO2 have specific recognition selectivity and excellent binding affinity for L-TM, and its selectivity coefficient for L-TM with respect to D-TM reaches 4.03, displaying fine ability to separate the two enantiomers. Besides, MIP-PMAA/SiO2 has excellent elution property, and with a diluted aqueous solution of NaOH as the eluent, the desorption ratio of L-TM reaches 99.08% in 20 BV.

Key words: polymethacrylic acid, silica Gel, surface-molecular imprinting, molecule recognition, tetramisole, chiral separation

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