环丙沙星与三氟甲基丙烯酸分子印迹自组装体系的理论研究

采用量子化学长程校正方法, 以环丙沙星(CIP)为印迹分子, 三氟甲基丙烯酸(TFMAA)为功能单体, 研究了CIP与TFMAA单体分子印迹聚合物(MIPs)自组装体系的构型、 成键作用位点、 反应的结合能、 作用机理及其选择性. 计算结果表明, CIP印迹分子与TFMAA单体通过氢键形成分子结构互补的有序排列复合物, 当印迹分子与功能单体配比(印迹比例)为1: 6时, 其复合物能量最低; 通过模拟洗脱CIP后的复合物对恩诺沙星(ENR)、 诺氟沙星(NOR)、 氧氟沙星(OFL)再结合的结合能可以预测MIPs对CIP印迹分子的选择性, CIP与OFL共存时MIPs对CIP的选择性最好. 采用不同印迹比例, 测定聚合物对CIP的吸附量, 结果表明, 印迹比例为1: 6时, 聚合物吸附量最大, 且对OFL的选择因子最大, 实验结果与计算结果一致.

Theoretical Research on Self-assembly System of Molecular Imprinted Polymers Formed by Ciprofloxacin and Trifluoromethacrylic Acid

Long range corrections are applied to simulations of the self-assembly system of the molecularly imprinted polymers(CIP-MIPs) formed by ciprofloxacin(CIP) and trifluoromethacrylic acid(TFMAA). CIP was taken as the template molecule and TFMAA was taken as the monomer. The geometry optimization, the bon-ding situation, and the binding energies of CIP with TFMAA in different proportions were studied. The selecti-vity had also been discussed. The results indicate that CIP and TFMAA form ordered compounds via the hydrogen bonding. The compounds were mutual remedy in the molecular structure. The polymer with the molar ratio of CIP-TFMAA(1: 6) had the lowest binding energy. By simulating the rebinding energies between the ENR, NOR, OFL and CIP-MIPS after the elution of CIP, the selectivity of the CIP-MIPs to CIP imprinting molecules was predicted. The selectivity of CIP-MIPs to CIP is excellent with the presence of both CIP and OFL. In addition, the CIP-MIPs of different imprinting ratios of CIP and TFMAA were prepared to study the binding capacity of the polymers. The experimental results show that the CIP-MIPs synthesized by CIP and TFMAA with the molar ratio of 1: 6 have the best binding capacity, and the selective factor of the CIP-MIPs to OFL is the largest. The conclusion of experiment was consistent with the results of calculation.