分子模拟辅助设计L-苯丙氨酸分子印迹聚合物及其性能研究

Molecular Simulation-Aided Design of L-Phenylalanine-Imprinted Polymers and Its Properties

对L-苯丙氨酸(L-Phe)为模板分子、分别以氯化1-羧甲基-3-乙烯基咪唑鎓([VIM]Cl)、甲基丙烯酸(MAA)和4-乙烯基吡啶(4-VP)为功能单体,二甲基丙烯酸乙二醇酯(EGDMA)为交联剂的分子印迹组装体系进行分子模拟分析、荧光光谱分析,预测较优功能单体,辅助设计了L-苯丙氨酸分子印迹聚合物(L-MIPs);其次,通过实验系统研究了功能单体种类对L-MIPs的吸附性能和印迹因子的影响,并比较了分别以[VIM]Cl、MAA和4-VP为功能单体制备的L-MIPs的吸附行为,运用多种表征方法对L-MIPs形貌、表面元素组成、热稳定性进行了研究。结果表明,以[VIM]Cl为最优功能单体,且制备的聚合物在300℃内具有较好的热稳定性,在浓度为1. 0mg/m L时,饱和吸附量可达33mg/g,印迹因子可达3. 86。相对于结构类似物D-Phe、L-His或L-Trp,识别因子β分别达到1. 24,1. 41和1. 30。因此,采用计算机模拟的方法对于分子印迹体系的功能单体的筛选及MIPs性能的预测有重要的意义。

In this paper,the molecularly imprinted assembly system of L-phenylalanine(L-Phe)as template molecule,1-vinyl-3-carboxymethylimidazolium chloride([VIM]Cl),methacrylic acid(MAA)or 4-vinyl pyridine(4-VP)as functional monomer,ethylene glycol dimethacrylate EGDMA)as cross-linking agent was analyzed via Gaussian 09 calculation software and fluorescence spectroscopy to predict a proper functional monomer,aiming to prepare L-phenylalanine-imprinted polymers(L-MIPs).The effects of functional monomers on the adsorption performance and imprinting factor of L-MIPs were studied through the experimental system,and the adsorption behaviors of L-MIP prepared with[VIM]Cl,MAA and 4-VP as functional monomers were compared finally.In addition,the morphology,surface element composition and thermal stability of L-MIP were studied by multiple characterization methods.When using[VIM]Cl as monomer,the obtained L-MIP exhibited the best imprinting effect and had good thermal stability within 300℃.The maximum imprinting factor(α)of the obtained L-MIPs could reach 3.86 and the maximum adsorption capacity of L-MIPs for L-Phe was 33.08 mg/g.Compared with the structural analogues of D-Phe,L-His and L-Trp,the recognition factor(β)were 1.24,1.41 and 1.30 respectively.Therefore,it has important significance for selecting proper functional monomer in molecular imprinting system and predicting the performance of MIP through computer simulation.