食品科学

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三聚氰胺与丙烯酰胺单体分子印迹相互作用的理论研究

刘俊渤1,石 杨1,孙佳妮1,唐珊珊1,胡耀辉2,靳瑞发3   

  1. 1.吉林农业大学资源与环境学院,吉林 长春 130118;
    2.吉林农业大学食品科学与工程学院,吉林 长春 130118;3.赤峰学院化学化工学院,内蒙古 赤峰 024000
  • 出版日期:2013-09-15 发布日期:2013-09-27
  • 通讯作者: 刘俊渤
  • 基金资助:

    吉林省科技发展计划项目(20130206099SF);吉林省自然科学基金项目(201215180)

A Theoretical Study on the Interaction between Melamine and Acrylamide Functional Monomer in Molecularly Imprinted Polymers

LIU Jun-bo1,SHI Yang1,SUN Jia-ni1,TANG Shan-shan1,HU Yao-hui2,JIN Rui-fa3   

  1. 1. College of Resources and Environment, Jilin Agricultural University, Changchun 130118, China;
    2. College of Food Science and Engineering, Jilin Agricultural University, Changchun 130118, China;
    3. College of Chemistry and Chemical Engineering, Chifeng University, Chifeng 024000, China
  • Online:2013-09-15 Published:2013-09-27
  • Contact: LIU Jun-bo

摘要:

采用量子化学方法对三聚氰胺(MEL)与丙烯酰胺(AM)单体分子印迹的相互作用进行了理论研究。以MEL为印迹分子,AM为功能单体,采用pbelpbe方法和6-31G(d,p)基组,运用Gaussian 09软件模拟印迹分子与功能单体分子印迹聚合物预组装体系的构型,讨论印迹分子与功能单体在其印迹比例不同时形成复合物的成键情况、自然键轨道分析方法(NBO)电荷的变化及反应的结合能,探讨MEL与AM功能单体分子印迹的作用原理及其相互作用的强弱。结果表明:MEL印迹分子与AM功能单体通过氢键的相互作用形成分子结构相互补的有序状态复合物,当MEL印迹分子与AM功能单体印迹比例为1:6时,其复合物的结合能最低,电荷转移趋势总体最大,复合物中有9个氢键作用活性位点。

关键词: 三聚氰胺, 丙烯酰胺, 分子印迹, 氢键, 计算模拟

Abstract:

The quantum chemical method was applied for theoretical investigation into the interaction between melamine
(MEL) and acrylamide (AM) in molecularly imprinted polymers (MIPs). The pre-assembly system of MEL as the imprinting
molecule and AM as the functional monomer in the MIPs was simulated based on the density functional theory (DFT) at the
pbe1pbe/6-31G(d,p) level using Gaussian 09 software. Moreover, the formation of hydrogen bonds, natural bond orbital (NBO)
charge and binding energy of MEL/AM complexes in different proportions were explored, and the mechanism and extent of
interaction between MEL and AM were illustrated. Results indicate that MEL/AM complexes with ordered and complementary
structure could be formed via hydrogen bonding interactions. The lowest binding energy was observed at MEL:AM ratio = 1:6.
Furthermore, the trend of charge transfer was the biggest overall and there were 9 active sites in the formed complex. This study
may provide a theoretical foundation for improved understanding of the principle of MEL molecular imprinting.

Key words: melamine, acrylamide, molecular imprinting, hydrogen bond, computer simulation

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