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Abstract: A novel zwitterion was synthesized and used as a functional monomer in the synthesis of l-phenylalanine (l-phe) imprinted hydrogel (MIH). Molecular simulation demonstrated that the binding energy of the zwitterion with l-phe was -23.50 kcal mol-1 in the aqueous phase, which was higher than the binding energies of l-phe with other traditional functional monomers. Binding experiments also showed that MIH made using the zwitterion had a higher adsorption capacity and imprinting factor (IF) compared to MIHs made using either acrylic acid or 4-vinylpyridine. Optimization studies showed that the best recognition ability of MIH was obtained when the molar ratio of zwitterion to l-phe was 2:1 in the synthesis of MIH. Adsorption kinetics experiments showed that MIH could equilibrate within 120 min, and adsorption isotherms obtained experimentally demonstrated that MIH had a good adsorption capacity of 9.8 mg g-1 with a high imprinting factor of 2.0 in 0.3 mg mL-1 concentrated l-phe solution. Circular dichroism spectroscopy confirmed the excellent chiral resolution ability of MIH for racemic phenylalanine. Furthermore, MIH prepared using the zwitterion exhibited strong anti-fouling capability and could be utilized to extract l-phe from the protein solution
Template and target information: l-phenylalanine, l-phe
Author keywords: molecular imprinted technology, Zwitterion, hydrogel