水溶性糖基荧光探针用于肝癌细胞的靶向标记

Water-soluble glycosyl fluorescent probe for targeting labelling of hepatoma cells

以罗丹明荧光团作为骨架,通过点击化学的方法引入半乳糖基,设计合成了一种具备肝癌细胞靶向功能的荧光探针Glycosyl Rhodamine(GR)。糖基的引入,使得探针具有较好的水溶性和生物靶向性。在分子溶液水平测试了探针GR的紫外和荧光光谱,发现探针GR对Hg^(2+)选择性良好,其它金属阳离子无干扰,并具备较好的浓度依赖关系。利用核磁滴定实验研究了探针与Hg^(2+)的响应机理。细胞毒性实验表明,探针GR具有良好的生物相容性,当探针浓度高达100μmol/L时,细胞存活率大于100%。基于探针分子内半乳糖对肝癌细胞表面糖蛋白受体的特异性识别,利用Hg^(2+)的配位作用,实现了HepG2肝癌细胞的靶向标记。

A fluorescence probe of Glycosyl Rhodamine(GR)with the function of liver cancer cells targeting was developed.The rhodamine fluorophore was used as the skeleton coupled,and the contained galactose group was introduced via click chemistry method.The introduction of glycogroup promoted the water solubility and biological targeting of the probe.The ultraviolet and fluorescence spectra of the probe GR were tested at the molecular level.The probe GR possessed favorable selectivity to Hg^(2+)with good concentration dependence,and the interference of other metal cations was limited to it.The response mechanism between GR and Hg^(2+)was studied by NMR titration.The cytotoxicity test showed that the probe GR owned satisfactory biocompatibility,and the cell viability was more than 100%when the probe concentration was 100μmol/L.Based on the specific recognition of the glycoprotein receptor on the surface of hepatocellular carcinoma cells by galactose within the probe molecule,the targeted labeling of HepG2 hepatocellular carcinoma cells was realized by the coordination of Hg^(2+).