基于四苯基乙烯的荧光纳米探针的合成及细胞成像研究  

Synthesis and Live Cell Imaging of Tetraphenylethene-Based Fluorescent Nanoprobes

作　　者：夏琦 陈子康 张志德[2] 刘瑞源[1,2] Xia Qi;Chen Zikang;Zhang Zhide;Liu Ruiyuan(School of Pharmaceutical Sciences,Southern Medical University,Guangzhou 510515;School of Biomedical Engineering,Southern Medical University,Guangzhou 510515)

机构地区：[1]南方医科大学药学院,广州510515 [2]南方医科大学生物医学工程学院,广州510515

出　　处：《有机化学》2018年第10期2700-2705,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.81671749)资助项目~~

摘　　要：近年来,设计合成具有生物相容性好、光学性质稳定、细胞毒性低的荧光纳米探针是生物医学领域的研究热点.通过1,1,2-三苯基-2-(4-甲醛基苯)乙烯与2-(4-氧代-3-苯基-1,3-噻唑-2-亚基)丙二腈反应合成新型四苯基乙烯类荧光探针(TPE-Rho),考察其聚集诱导发光(AIE)特性;使用共沉淀法将TPE-Rho包裹于两亲性表面活性剂Pluronic F-127中得到粒径分布均匀的荧光纳米探针(TPE-Rho dots). TPE-Rho dots显示黄色荧光发射、良好的稳定性、长斯托克斯位移(约200nm)等光学性能,并且对细胞生长活性基本无影响,随后以人肝癌细胞SK-Hep1和人结肠癌细胞Lo Vo作为模型细胞进行细胞成像,观察染色部位和荧光强度.结果表明,TPE-Rhodots能够对活细胞进行染色,选择性作用于细胞质.由此可以确定TPE-Rho dots的生物相容性良好、细胞毒性小、细胞膜通透性高、光稳定性好,可作为一种活细胞染色剂.In recent years, designing and synthesizing fluorescent nanoprobes with good biocompatibility, stable optical properties and low cytotoxicity are research hotspots in the biomedical field. The novel tetraphenylethene-based fluorescent probe（TPE-Rho） was synthesized by reaction of 1,1,2-triphenyl-2-（4-formylphenyl）ethene with 2-（4-oxo-3-phenyl-1,3-thiazol-2-ylidene）malononitrile. After the aggregation-induced emission（AIE） characteristics of TPE-Rho were investigated,TPE-Rho dots with uniform particle size distribution were obtained through a modified nanoprecipitation method by using Pluronic F-127（amphiphilic surfactant） as the encapsulation. TPE-Rho dots have excellent optical property such as strong yellow fluorescence, good stability and long Stokes shift（ca. 200 nm）, and have little effect on cell growth activity. Then, TPE-Rho dots were utilized to stain live SK-Hep1 cells and LoVo cells, the staining region and fluorescent intensity were analyzed. The experimental results show that TPE-Rho dots have no significant effect on cell viability, and can stain live cells and selectively act on the cytoplasm. Thus, it can be confirmed that TPE-Rho dots has good biocompatibility, low cytotoxicity, high cell membrane permeability, and good stability, therefore it can be used as a viable cell staining agent.

关 键 词：四苯基乙烯 聚集诱导发光 纳米探针 细胞成像 

分 类 号：O657.3[理学—分析化学]