Institut de Chimie Organique et Analytique-UMR CNRS 7311, Université d'Orléans, 45067 Orléans, France.
Talanta. 2012 Sep 15;99:816-23. doi: 10.1016/j.talanta.2012.07.035. Epub 2012 Jul 22.
Fructosazine and 2,5-deoxyfructosazine are two natural chemicals with various applications as flavoring agents in food and tobacco industry; the 2,5-deoxyfructosazine has also anti-diabetic and anti-inflammatory activities. In order to quantify these compounds in natural samples such as plant or food, we have developed a selective technique based on a water-compatible molecularly imprinted polymer (MIP). MIPs are prepared with a covalent approach from 2,5-deoxyfructosazine as template formed in situ by the self-condensation of glucosamine with vinylphenyl boronic acid, taken as catalyst and covalent monomer during the pre-complexation step. Acrylamide and polyethylene glycol diacrylate are used as supplementary non-covalent functional monomer and cross-linker, respectively. For the first time, a highly cross-linked but highly polar imprinted polymer of fructosazine and deoxyfructosazine is obtained as a solid material and not a gel. Amount of monomers is optimized to obtain high selectivity for both molecules. Results show that the MIPs prepared have a significant imprinting effect with a resulting imprinting factor of 3 for both templates. Molecularly imprinted solid-phase extraction is then performed and could be used in routine analysis to extract 2,5-deoxyfructosazine and fructosazine from soy sauce.
果糖嗪和 2,5-脱氧果糖嗪是两种具有各种应用的天然化学物质，可用作食品和烟草工业中的调味剂；2,5-脱氧果糖嗪还具有抗糖尿病和抗炎活性。为了定量分析植物或食品等天然样品中的这些化合物，我们开发了一种基于水相兼容的分子印迹聚合物（MIP）的选择性技术。MIP 采用共价方法制备，模板为原位形成的 2,5-脱氧果糖嗪，由氨基葡萄糖与乙烯基苯硼酸自缩合形成，在预配合步骤中用作催化剂和共价单体。丙烯酰胺和聚乙二醇二丙烯酸酯分别用作辅助非共价功能单体和交联剂。首次获得了一种高度交联但高度极性的果糖嗪和脱氧果糖嗪印迹聚合物作为固体材料，而不是凝胶。优化了单体的用量，以获得两种分子的高选择性。结果表明，所制备的 MIP 对两种模板均具有显著的印迹效应，印迹因子分别为 3。然后进行分子印迹固相萃取，并可用于常规分析从酱油中提取 2,5-脱氧果糖嗪和果糖嗪。
