Dai Zhengqiang, Liu Junbo, Tang Shanshan, Wang Yan, Wang Yiming, Jin Ruifa
College of Resources and Environment, Jilin Agricultural University, Changchun, 130118, People's Republic of China.
Animal Science and Technology College, Jilin Agricultural University, Changchun, 130118, People's Republic of China.
J Mol Model. 2015 Nov;21(11):290. doi: 10.1007/s00894-015-2836-5. Epub 2015 Oct 26.
Recently, a series of computational and combinatorial approaches were employed to improve the efficiency of screening for optimal molecularly imprinted polymer (MIP) systems. In the present work, we investigated MIP systems based on enrofloxacin (ENRO) as the template molecule and either 2-vinyl-4,6-diamino-1,3,5-triazine (VDAT), 4-vinylpyridine (4-Vpy), acrylamide (AM), or trifluoromethacrylic acid (TFMAA) as the functional monomer. The optimized geometries of these systems, the optimal molar ratios of template to functional monomer, and the active sites in the systems were all identified using density functional theory (DFT) at the B3LYP/6-31G(d,p) level of theory. The imprinting mechanism was investigated by calculating the hydrogen nuclear magnetic resonance ((1)H NMR) spectra of the systems. The simulated results revealed that the MIP system corresponding to a 1:7 complex of TFMAA and ENRO contained the most H-bonds and presented the lowest (i.e., most negative) binding energy and the strongest interactions. MIPs of ENRO with the four functional monomers were prepared based on the optimal molar ratios of template to functional monomer determined in the simulations. Adsorption experiments suggested that TFMAA has the highest affinity (saturated adsorption 30.25 mg/g) among the four monomers for the template. Thus, we determined the optimal monomer and imprinting ratio for ENRO-imprinted MIPs and predicted their adsorption characteristics. Graphical Abstract The preparation and extraction processes of MIPs with ENRO as template, TFMAA as functional monomer, and EDMA as cross-linker.
最近，人们采用了一系列计算和组合方法来提高筛选最佳分子印迹聚合物（MIP）系统的效率。在本研究中，我们研究了以恩诺沙星（ENRO）为模板分子，以2-乙烯基-4,6-二氨基-1,3,5-三嗪（VDAT）、4-乙烯基吡啶（4-Vpy）、丙烯酰胺（AM）或三氟甲基丙烯酸（TFMAA）为功能单体的MIP系统。使用密度泛函理论（DFT）在B3LYP/6-31G(d,p)理论水平上确定了这些系统的优化几何结构、模板与功能单体的最佳摩尔比以及系统中的活性位点。通过计算系统的氢核磁共振（(1)H NMR）光谱研究了印迹机理。模拟结果表明，与TFMAA和ENRO的1:7配合物相对应的MIP系统含有最多的氢键，呈现出最低（即最负）的结合能和最强的相互作用。基于模拟中确定的模板与功能单体的最佳摩尔比，制备了ENRO与四种功能单体的MIP。吸附实验表明，在四种单体中，TFMAA对模板的亲和力最高（饱和吸附量为30.25 mg/g）。因此，我们确定了ENRO印迹MIP的最佳单体和印迹比例，并预测了它们的吸附特性。图形摘要：以ENRO为模板、TFMAA为功能单体、EDMA为交联剂的MIP的制备和提取过程。
