Abstract
Hydrophilic quercetin-imprinted phloroglucinol–melamine–formaldehyde resins are obtained. The obtained samples are studied by Fourier-transform IR spectroscopy and laser diffraction. The phloroglucinol–melamine ratio (3 : 1) is optimized at the sorption capacity of the molecularly imprinted resin (1.7 μmol/g) with respect to quercetin 2.6 times higher than that of the non-imprinted resin. It is shown that the kinetics of quercetin rebinding by both molecularly imprinted and non-imprinted resins obeys the pseudo-second order model, and the isotherms follow the Freundlich model, which indicates the inhomogeneity of the resin surface. The resin imprinted with quercetin demonstrated high selectivity to morine (a structural analogue of quercetin of the flavonol class) and caffeine. At that it is shown that quercetin can be used as a pseudotemplate for the separation and preconcentration of naringenin (a representative of flavanones) and rutin (a representative of flavonols).
REFERENCES
Pichon, V., Delaunay, N., and Combès, A., Anal. Chem., 2020, vol. 92, p. 16. https://doi.org/10.1021/acs.analchem.9b04816
Kaya, S.I., Cetinkaya, A., and Ozkan, S.A., Trends Environ. Anal. Chem., 2023, vol. 37, p. e00193. https://doi.org/10.1016/j.teac.2022.e00193
Villa, C.C., Sánchez, L.T., Valencia, G.A., Ahmed, S., and Gutiérrez, T.J., Trends Food Sci. Technol., 2021, vol. 111, p. 642. https://doi.org/10.1016/j.tifs.2021.03.003
Zuo, J., Ma, P., Li, Z., Zhang, Y., Xiao, D., Wu, H., and Dong, A., Macromol. Mater. Eng., 2022, vol. 308, p. 2200499. https://doi.org/10.1002/mame.202200499
Zhang, W., Zhang, Y., Wang, R., Zhang, P., Zhang, Y., Randell, E., Zhang, M., and Jia, Q., Anal. Chim. Acta, 2022, vol. 1234, p. 340319. https://doi.org/10.1016/j.aca.2022.340319
Zhou, T., Ding, L., Che, G., Jiang, W., and Sang, L., TrAC, Trends Anal. Chem., 2019, vol. 114, p. 11. https://doi.org/10.1016/j.trac.2019.02.028
Han, Y., Wang, Z., Jia, J., Bai, L., Liu, H., Shen, S., and Yan, H., Food Chem., 2020, vol. 311, p. 125999. https://doi.org/10.1016/j.foodchem.2019.125999
Zou, D., Li, P., Yang, C., Han, D., and Yan, H., Anal. Chim. Acta, 2022, vol. 1226, p. 340271. https://doi.org/10.1016/j.aca.2022.340271
Wang, M., Qiao, F., and Yan, H., Green Chem., 2021, vol. 23, p. 5179. https://doi.org/10.1039/d1gc00789k
Alhawiti, A.S., Monier, M., and Elsayed, N.H., React. Funct. Polym., 2021, vol. 160, p. 104828. https://doi.org/10.1016/j.reactfunctpolym.2021.104828
Wang, Y., Zhao, W., Tian, X., Song, H., Gao, R., Tang, X., Zhang, X., Hao, Y., and Tang, Y., Chem. Eng. J., 2020, vol. 392, p. 123716. https://doi.org/10.1016/j.cej.2019.123716
Jahankhah, S., Sabzehmeidani, M.M., Ghaedi, M., Dashtian, K., and Abbasi-Asl, H., J. Environ. Manage., 2021, vol. 300, p. 113707. https://doi.org/10.1016/j.jenvman.2021.113707
Zhou, T., Wang, Y., Li, T., Li, H., Yang, C., Sun, D., Wang, D., Liu, C., and Che, G., Chem. Eng. J., 2021, vol. 420, p. 129904. https://doi.org/10.1016/j.cej.2021.129904
Liang, S., Yan, H., Cao, J., Han, Y., Shen, S., and Bai, L., Anal. Chim. Acta, 2016, vol. 951, p. 68. https://doi.org/10.1016/j.aca.2016.11.009
Ansell, R.J., in Molecularly Imprinted Polymers in Biotechnology, Mattiasson, B. and Ye, L., Eds., Advances in Biochemical Engineering/Biotechnology, vol. 150, New York: Springer, 2015. https://doi.org/10.1007/10_2015_316
Liu, M., Tran, T.M., Elhaj, A.A.A., Torsetnes, S.B., Jensen, O.N., Sellergren, B., and Irgum, K., Anal. Chem., 2017, vol. 89, no. 17, p. 9491. https://doi.org/10.1021/acs.analchem.7b02470
Socrates, G., Infrared and Raman Characteristic Group Frequencies: Table and Charts, Chichester: Wiley, 2001.
Petrova, Yu.Yu., Bulatova, E.V., Sevast’yanova, E.V., and Mateyshina, Yu.G., Mater. Today Procю, 2020, vol. 31, p. 555. https://doi.org/10.1016/j.matpr.2020.06.213
Zhi, K., Li, Z., Luo, H., Ding, Y., Chen, F., Tan, Y., and Liu, H., Polymers, 2023, vol. 15, no. 4, p. 905. https://doi.org/10.3390/polym15040905
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The authors are grateful for the financial support to the Government of the Khanty-Mansiisk Avtonomnyi Okrug– Yugra (Order no. 10-P-1308 dated September 4, 2020).
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Petrova, Y.Y., Bulatova, E.V. & Kukhtenko, E.V. Sorption Preconcentration of Quercetin Using Molecularly Imprinted Phloroglucinol–Melamine–Formaldehyde Resins. J Anal Chem 78, 1611–1619 (2023). https://doi.org/10.1134/S1061934823120134
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DOI: https://doi.org/10.1134/S1061934823120134