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Computational Design and Fabrication of Enantioselective Recognition Sorbents for L-phenylalanine Benzyl Ester on Multiwalled Carbon Nanotubes Using Molecular Imprinting Technology

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Abstract

Computational strategies have been employed to investigate the influence of the nature of monomers and cross-linker in order to design three dimensional imprinted polymers with selective recognition sites for L-phenylalanine benzyl ester (L-PABE) molecule. Here, computational chemistry methods were applied to screen the molar quantity of functional monomers that interact with one mole of the template molecule. Effects of the nature of functional monomer, cross-linker, and molar ratio were determined computationally using density functional calculations with B3LYP functional and generic 6–31G basis set. Methacrylic acid (MAA) and ethylene glycol dimethacrylate (EGDMA) were used as the functional monomer and crosslinking agent, respectively. L-PABE imprinted polymer layered on multiwalled carbon nanotube (MWCNT) and conventional bulk MIP were synthesised and characterized as well. To investigate the influence of pre-organization of binding sites on the selectivity of L-PABE, respective non-imprinted polymers were also synthesised. MWCNT-MIPs and MIPs exhibited the highest adsorption capacity towards L-PABE. The synthesized polymers revealed characteristic adsorption features and selectivity towards L-PABE in comparison with those of its enantiomer analogues.

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Authors and Affiliations

  1. Research & Post Graduate Department of Chemistry, St. Berchmans College (Autonomous), Affiliated to Mahatma Gandhi University, Changanassery, 686101, India

    T. Sajini & Renjith Thomas

  2. School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills P O, Kottayam, 686560, India

    T. Sajini & Beena Mathew

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Correspondence to Beena Mathew.

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Sajini, T., Thomas, R. & Mathew, B. Computational Design and Fabrication of Enantioselective Recognition Sorbents for L-phenylalanine Benzyl Ester on Multiwalled Carbon Nanotubes Using Molecular Imprinting Technology. Chin J Polym Sci 37, 1305–1318 (2019). https://doi.org/10.1007/s10118-019-2282-4

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