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Abstract: L-Phenylalanine (L-Phe) imprinted polymers (L-MIPs) were prepared via precipitation polymerization using 1-vinyl-3-carboxymethylimidazolium chloride ([VCIM]Cl) as functional monomer, which could interact with L-Phe through electrostatic interactions, hydrogen-bonding, and π-π interactions. The morphologies of obtained polymers were observed by a scanning electron microscope, and their structures were analyzed by Fourier transform infrared spectroscopy. The effects of monomer species and molar ratio of template to functional monomer or crosslinker on adsorption capacity and imprinting factors (IFs) of polymers were investigated. The result indicated that [VCIM]Cl was preferable monomer and the optimum molar ratio of template to functional monomer and crosslinker was 1:4:16. The maximum IF of the obtained L-MIPs could reach 3.86 in 0.4 mg mL-1 L-Phe solution at 25 °C, after 8 h of adsorption and the maximum adsorption capacity of L-MIPs for L-Phe was 33.08 mg g-1. The adsorption behavior of L-Phe on the L-MIPs was construed seriously within the experimental concentration by Freundlich model and Langmuir model. In terms of the higher correlation coefficient, it was considered that the adsorption behavior of L-Phe fit Freundlich model better than Langmuir model, which means that the distribution of active sites was heterogeneous in L-MIPs. The selectivity adsorption showed L-MIPs have better specificity and selectivity for L-Phe than that of L-His and L-Trp. Finally, L-MIPs were applied to the CD and Automatic Polarimeter experiments, showing that L-MIPs had the capability of specific chiral recognition for L-Phe
Template and target information: L-phenylalanine, L-Phe
Author keywords: l-Phenylalanine, molecularly imprinting, Ionic Liquids, chiral resolution