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Screening of functional monomers and solvents for the molecular imprinting of paclitaxel separation: a theoretical study

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Abstract

The interactions between the template molecule paclitaxel (PTX) and seven functional monomers containing methacrylic acid (MA), acrolein (AC), 4-vinylbenzoic acid (4VA), acrylonitrile (AN), 2-vinylpyridine (2VP), 2,6-bisacrylamide pyridine (BAP) and methyl methacrylate (MM) were systematically investigated adopting the density functional theory (DFT) method. Moreover, the different binding sites on PTX and solvents embracing chloroform, acetone, ethanol, methanol, and acetonitrile were considered. The calculated solvent energies (ΔEsolvent) and template-monomer binding energies (ΔEb) suggest that the chloroform is the most suitable solvent for the molecular imprinting reaction of PTX among the studied five solvents. Furthermore, from the obtained ΔEb, we can find that the monomer 4VA combining with PTX in the form of the specific intermolecular hydrogen bonds would present the most stable structure among the investigated monomers. These results can provide valuable theoretical guidance for the efficient extraction of PTX by the molecular imprinting technique in experiments.

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Funding

This work was supported by the Fundamental Research Funds for the Central Universities (2572018AA21) and the Excellent Youth Foundation of Heilongjiang Scientific Committee (No. JC2018005).

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Authors and Affiliations

  1. Key Laboratory of Forest Plant Ecology, Ministry of Education, Northeast Forestry University, Harbin, 150040, Heilongjiang, China

    Lingling Wang, Fengjian Yang & Xiuhua Zhao

  2. College of Science, Northeast Forestry University, Harbin, 150040, Heilongjiang, China

    Yuanzuo Li

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  1. Lingling Wang
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Wang, L., Yang, F., Zhao, X. et al. Screening of functional monomers and solvents for the molecular imprinting of paclitaxel separation: a theoretical study. J Mol Model 26, 26 (2020). https://doi.org/10.1007/s00894-019-4277-z

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