Recognition of sugar chains of glycoconjugates by molecularly imprinted polymers

我们取得了以下研究成果：1)传统的非共价型分子印迹技术由于糖在普通有机溶剂中的溶解性差而不适用于糖的分子印迹。2)我们提出了一种新的糖的表面印迹技术，即在基粒上加入模板、糖和功能单体以形成新的识别位点。这些聚合物对糖的3、4、6位羟基具有特异性的识别能力。3)我们证明了这些聚合物能够在高效液相色谱中识别糖的衍生物，并且在对水溶液中的糖的吸附实验中观察到了更高的识别能力。4)我们发展了另一种糖的分子印迹方法。在这种方法中，我们首先制备了具有官能团的聚合物。5)以甲基丙烯酸为功能单体，二甲基丙烯酸乙二醇酯为交联剂，甲醇溶解糖衍生物，制备了预聚体。聚合和除去甲醇后，我们对聚合物施加温度(高达200ﾟC，30分钟)。6)虽然传统的分子印迹技术对糖的识别效果不佳，但新发明的印迹方法，即表面印迹热印迹，显示了更好的分子识别能力。这些程序相对简单，易于使用。

We have obtained the following research results ;1)Traditional non-covalent type molecular imprinting technique was found to be inapplicable to the molecular imprinting for sugars due to their poor solubility in common organic solvents.2)We gave developed novel surface imprinting technique for the sugars where template, sugar was added with functional monomers to form new recognition site on the base particles. Those polymer showed specific recognition towards directions of hydroxyl groups at 3,4, and 6 positions of the sugars.3)We proved that those polymers are able to recognize sugar derivatives in high performance liquid chromatography (HPLC) and much higher recognition ability was observed in adsorption experiment for sugars in aqueous solution.4)We have developed another molecular imprinting method for sugars. In this method, we prepared polymer having functional group, first. Then, sugars were adsorbed onto the polymer and heat treatment was performed.5)We utilized methacrylic acid as the functional monomer with ethylene dimethacrylate as cross-linking agents and methanol dissolving a sugar derivative to prepare "pre"-polymer. After the polymerization, and removal of methanol, we applied temperature (up to 200ﾟC for 30 min) to the polymer. Through this heat treatment, specific molecular recognition ability towards sugars was greatly improved.6)Although traditional molecular imprinting technique was not effective for sugars, newly invented imprinting methods, namely surface imprinting heat imprinting showed much better molecular recognition abilities. These procedures are relatively simple and easy to use.