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Towards A New Approach for the Description of Cyclo–2,4-Dihydroxybenzoate, A Substance Which Effectively Mimics Zearalenone in Imprinted Polymers Designed for Analyzing Selected Mycotoxins in Urine

1
Department of Environmental Chemistry and Bioanalytics, Faculty of Chemistry, Nicolaus Copernicus University in Torun, Gagarina 7, Pl-87 100 Toruń, Poland
2
Interdisciplinary Center for Modern Technologies, Nicolaus Copernicus University in Torun, Wileńska 4, 87–100 Toruń, Poland
3
Department of Geobotany and Landscape Planning, Faculty of Biology and Environmental Protection, Nicolaus Copernicus University in Torun, Lwowska 1, Pl-87 100 Toruń, Poland
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Institute of Physics, Faculty of Physics, Astronomy and Informatics, Nicolaus Copernicus University in Torun, Grudziądzka 5, 87–100 Toruń, Poland
5
Department of Crystallochemistry and Biocrystalography, Faculty of Chemistry, Nicolaus Copernicus University in Torun, Gagarina 7, Pl-87 100 Toruń, Poland
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2019, 20(7), 1588; https://doi.org/10.3390/ijms20071588
Received: 7 February 2019 / Revised: 20 March 2019 / Accepted: 25 March 2019 / Published: 29 March 2019
(This article belongs to the Section Materials Science)
A method of purifying cyclododecyl 2,4-dihydroxybenzoate as a potential replacement template molecule for preparation of molecularly-imprinted polymers for isolation of zearalenone in urine was developed. Full physicochemical characteristics of cyclododecyl 2,4-dihydroxybenzoate for the first time included crystallographic analysis and molecular modelling, which made possible the determination of the similarity between the cyclododecyl 2,4-dihydroxybenzoate and zearalenone molecules. The obtained molecularly-imprinted polymers show very high in vitro selectivity towards zearalenone due to specific interactions (e.g., hydrogen bonding, molecular recognition interaction). The achieved extraction recovery exceeds 94% at the tested concentration levels (20–500 ng·mL−1) with a relative standard deviation below 2%. Immunosorbents were found to have lower recoveries (below 92.5%) and RSD value between 2 and 4% for higher concentrations of the studied substance (400 ng·mL−1). View Full-Text
Keywords: zearalenone; molecularly-imprinted polymers; crystallographic analysis; molecular modeling; molecularly imprinted solid-phase extraction (MISPE) zearalenone; molecularly-imprinted polymers; crystallographic analysis; molecular modeling; molecularly imprinted solid-phase extraction (MISPE)
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Gadzała-Kopciuch, R.; Kwaśniewska, K.; Ludwiczak, A.; Skrzyniarz, P.; Jakubowski, R.; Nowak, W.; Wojtczak, A.; Buszewski, B. Towards A New Approach for the Description of Cyclo–2,4-Dihydroxybenzoate, A Substance Which Effectively Mimics Zearalenone in Imprinted Polymers Designed for Analyzing Selected Mycotoxins in Urine. Int. J. Mol. Sci. 2019, 20, 1588.

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