Urraca J L, Marazuela M D, Merino E R, Orellana G, Moreno-Bondi M C
Department of Analytical Chemistry, Faculty of Chemistry, Universidad Complutense de Madrid, E-28040 Madrid, Spain.
J Chromatogr A. 2006 May 26;1116(1-2):127-34. doi: 10.1016/j.chroma.2006.03.032. Epub 2006 Apr 3.
Molecularly imprinted polymers (MIPs) with selective recognition properties for zearalenone (ZON), an estrogenic mycotoxin, and structurally related compounds have been prepared using the non-covalent imprinting approach. A rationally designed ZON analogue, cyclododecyl 2,4-dihydroxybenzoate (CDHB), that exhibits resemblance to ZON in terms of size, shape and functionality has been synthesized and used as template for MIP preparation instead of the natural toxin. Several functional monomers have been evaluated to maximize the interactions with the template molecule during the polymerization process. The polymer material prepared with 1-allylpiperazine (1-ALPP) as functional monomer, trimethyl trimethacrylate (TRIM) as cross-linker and acetonitrile as porogen (in a 1:4:20 molar ratio) displayed superior binding capacities than any other of the MIPs tested. Selectivity of this material for ZON and structurally related and non-related compounds has been evaluated using it as stationary phase in liquid chromatography. Our results demonstrate that the imprinted polymer shows significant affinity in the porogenic solvent for the template mimic (CDHB) as well as for the ZON and other related target metabolites in food samples, dramatically improving the performance of previously reported MIPs for ZON recognition. Therefore, MIPs can be an excellent alternative for clean-up and preconcentration of the mycotoxin in contaminated food samples.
采用非共价印迹方法制备了对玉米赤霉烯酮（一种雌激素类霉菌毒素）及其结构相关化合物具有选择性识别特性的分子印迹聚合物（MIP）。合成了一种经过合理设计的玉米赤霉烯酮类似物——环十二烷基2,4 - 二羟基苯甲酸酯（CDHB），其在尺寸、形状和功能方面与玉米赤霉烯酮相似，并将其用作制备MIP的模板，而非天然毒素。对几种功能单体进行了评估，以在聚合过程中最大化与模板分子的相互作用。以1 - 烯丙基哌嗪（1 - ALPP）为功能单体、三甲基三甲基丙烯酸酯（TRIM）为交联剂、乙腈为致孔剂（摩尔比为1:4:20）制备的聚合物材料表现出比测试的任何其他MIP都更优异的结合能力。将该材料用作液相色谱的固定相，评估了其对玉米赤霉烯酮以及结构相关和不相关化合物的选择性。我们的结果表明印迹聚合物在致孔溶剂中对模板模拟物（CDHB）以及食品样品中的玉米赤霉烯酮和其他相关目标代谢物具有显著亲和力，极大地提高了先前报道的用于识别玉米赤霉烯酮的MIP的性能。因此，MIP可成为污染食品样品中霉菌毒素净化和预浓缩的极佳替代品。
