Wang Shengli, Dong Xiangchao, Wang Bo, Fan Zhijin, Luan Linbo, Li Yanni
Department of Chemistry, Handan College, Hebei Province, Handan City, 056005, China.
J Chromatogr Sci. 2013 Apr;51(4):302-9. doi: 10.1093/chromsci/bms141. Epub 2012 Sep 3.
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.
以单嘧磺隆为模板、丙烯酰胺为功能单体，合成了一种用于选择性萃取单取代磺酰脲类除草剂的新型分子印迹聚合物（MIP）。通过平衡吸附和色谱研究评估了该MIP对单嘧磺隆及其类似物单嘧磺酯的识别性能和亲和力。采用包括模拟退火和半经验量子计算在内的计算机建模来研究识别机制。计算机建模表明，单嘧磺隆可与甲基丙烯酸和丙烯酰胺形成多个氢键，而单嘧磺酯不能与这两种功能单体形成稳定的复合物，这与再结合实验结果一致。选择性研究进一步表明，MIP中的结合位点与单取代磺酰脲酰氨基中的氢相互作用。对比实验还表明，单嘧磺隆印迹的MIP对单嘧磺酯的选择性优于市售C18高效液相色谱固定相材料。
