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Reference type: Journal
Authors: Sun RF, Yu HM, Luo H, Shen ZY
Article Title: Construction and application of a stoichiometric displacement model for retention in chiral recognition of molecular imprinting.
Publication date: 2004
Journal: Journal of Chromatography A
Volume: 1055
Issue: (1-2)
Page numbers: 1-9.
DOI: 10.1016/j.chroma.2004.08.161
Alternative URL: http://www.sciencedirect.com/science/article/B6TG8-4DMXCNT-3/2/53cd4af33633ad530d1c6b88856295c5

Abstract: To do an extensive investigation of the chiral recognition mechanism of the molecular imprinting technique, two kinds of enantio-selective molecularly imprinted polymers (MIPs), N-tert-butoxycarbonyl-L-tryptophan (N-Boc-L-Trp) and N-tert-butoxycarbonyl-L-tyramine (N-Boc-L-Tyr), were synthesized by photo-induced and thermal-induced polymerization, respectively, and were employed as the stationary phase in liquid chromatography. A stoichiometric displacement model for retention (SDM-R) was successfully constructed and applied to evaluate the chiral separation of the MIPs. The simulation results showed that the values of ln k' in the proposed SDM-R could be employed to characterize the efficiency of the MIP's total separation, and the value of n could be used to denote the space effect of the enantiomers interacting with the MIPs when the interaction between the solutes and MIPs was a hydrogen-bonding interaction. Further studies showed that the suitability of the MIP cavity structure mainly determined the chiral-recognition ability of the imprinting system, when a strong hydrogen-bond competitive solvent was added into the mobile phase


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