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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
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  • (Department of Chemical Engineering, North University of China, Taiyuan 030051)

Received date: 2011-06-19

  Revised date: 2011-08-27

  Online published: 2011-09-06

Abstract

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.

Cite this article

LI Ding , GAO Bao-Jiao , XU Wen-Mei . Realizing molecular recognition and high efficient Preparation for enantiomers of Chiral Drugs by constituting Chiral caves with Novel Surface-Molecular Imprinting Technique[J]. Acta Chimica Sinica, 2011 , 69(24) : 3019 -3027 . DOI: 10.6023/A1106192

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