基于四苯基乙烯的荧光纳米探针的合成及细胞成像研究
收稿日期: 2018-03-19
修回日期: 2018-05-18
网络出版日期: 2018-06-06
基金资助
国家自然科学基金（No.81671749）资助项目.
Synthesis and Live Cell Imaging of Tetraphenylethene-Based Fluorescent Nanoprobes
Received date: 2018-03-19
Revised date: 2018-05-18
Online published: 2018-06-06
Supported by
Project supported by the National Natural Science Foundation of China (No. 81671749).
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200 nm）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LoVo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-Rho dots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.
夏琦 , 陈子康 , 张志德 , 刘瑞源 . 基于四苯基乙烯的荧光纳米探针的合成及细胞成像研究[J]. 有机化学, 2018 , 38(10) : 2700 -2705 . DOI: 10.6023/cjoc201803029
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-thia-zol-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.
Key words： tetraphenylethene; aggregation-induced emission; nanoprobes; cell imaging
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