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Study of the molecularly imprinted polymers for selective binding of the mono-substituted sulfonylurea herbicides.
J Chromatogr Sci. 2013 Apr; 51(4):302-9.JC

Abstract

A new molecularly imprinted polymer (MIP) was synthesized for the selective extraction of mono-substituted sulfonylurea herbicides, with monosulfuron as the template and acrylamide as the functional monomer. The recognition property and affinity of the MIP for monosulfuron and its analog, monosulfuron-ester, were evaluated by equilibrium adsorption and a chromatographic study. Computer modeling, including simulated annealing and semi-empirical quantum calculation, was employed to study the recognition mechanism. The computer modeling demonstrated that monosulfuron can form multiple hydrogen bonds with methacrylic acid and acrylamide, whereas monosulfuron-ester cannot form a stable complex with these two functional monomers, which aligns with the results of the rebinding experiment. The selectivity study further demonstrated that binding sites in the MIP interact with the hydrogen in the acylamino group of mono-substituted sulfonylurea. A comparison experiment also showed that monosulfuron-imprinted MIP offers better selectivity for monosulfuron-ester than the commercial C18 high-performance liquid chromatography stationary phase material.

Authors+Show Affiliations

Department of Chemistry, Handan College, Hebei Province, Handan City, 056005, China. shengli2004@126.comNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22944737

Citation

Wang, Shengli, et al. "Study of the Molecularly Imprinted Polymers for Selective Binding of the Mono-substituted Sulfonylurea Herbicides." Journal of Chromatographic Science, vol. 51, no. 4, 2013, pp. 302-9.
Wang S, Dong X, Wang B, et al. Study of the molecularly imprinted polymers for selective binding of the mono-substituted sulfonylurea herbicides. J Chromatogr Sci. 2013;51(4):302-9.
Wang, S., Dong, X., Wang, B., Fan, Z., Luan, L., & Li, Y. (2013). Study of the molecularly imprinted polymers for selective binding of the mono-substituted sulfonylurea herbicides. Journal of Chromatographic Science, 51(4), 302-9. https://doi.org/10.1093/chromsci/bms141
Wang S, et al. Study of the Molecularly Imprinted Polymers for Selective Binding of the Mono-substituted Sulfonylurea Herbicides. J Chromatogr Sci. 2013;51(4):302-9. PubMed PMID: 22944737.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Study of the molecularly imprinted polymers for selective binding of the mono-substituted sulfonylurea herbicides. AU - Wang,Shengli, AU - Dong,Xiangchao, AU - Wang,Bo, AU - Fan,Zhijin, AU - Luan,Linbo, AU - Li,Yanni, Y1 - 2012/09/03/ PY - 2012/9/5/entrez PY - 2012/9/5/pubmed PY - 2013/5/15/medline SP - 302 EP - 9 JF - Journal of chromatographic science JO - J Chromatogr Sci VL - 51 IS - 4 N2 - A new molecularly imprinted polymer (MIP) was synthesized for the selective extraction of mono-substituted sulfonylurea herbicides, with monosulfuron as the template and acrylamide as the functional monomer. The recognition property and affinity of the MIP for monosulfuron and its analog, monosulfuron-ester, were evaluated by equilibrium adsorption and a chromatographic study. Computer modeling, including simulated annealing and semi-empirical quantum calculation, was employed to study the recognition mechanism. The computer modeling demonstrated that monosulfuron can form multiple hydrogen bonds with methacrylic acid and acrylamide, whereas monosulfuron-ester cannot form a stable complex with these two functional monomers, which aligns with the results of the rebinding experiment. The selectivity study further demonstrated that binding sites in the MIP interact with the hydrogen in the acylamino group of mono-substituted sulfonylurea. A comparison experiment also showed that monosulfuron-imprinted MIP offers better selectivity for monosulfuron-ester than the commercial C18 high-performance liquid chromatography stationary phase material. SN - 1945-239X UR - https://www.unboundmedicine.com/medline/citation/22944737/Study_of_the_molecularly_imprinted_polymers_for_selective_binding_of_the_mono_substituted_sulfonylurea_herbicides_ L2 - https://academic.oup.com/chromsci/article-lookup/doi/10.1093/chromsci/bms141 DB - PRIME DP - Unbound Medicine ER -