Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (10): 2700-2705.DOI: 10.6023/cjoc201803029 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑 有机超分子化学合辑

Articles

基于四苯基乙烯的荧光纳米探针的合成及细胞成像研究

夏琦a, 陈子康a, 张志德b, 刘瑞源a,b   

  1. a 南方医科大学药学院 广州 510515;
    b 南方医科大学生物医学工程学院 广州 510515
  • 收稿日期:2018-03-19 修回日期:2018-05-18 发布日期:2018-06-06
  • 通讯作者: 刘瑞源,E-mail:ruiyliu@smu.edu.cn E-mail:ruiyliu@smu.edu.cn
  • 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

Xia Qia, Chen Zikanga, Zhang Zhideb, Liu Ruiyuana,b   

  1. a School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515;
    b School of Biomedical Engineering, Southern Medical University, Guangzhou 510515
  • Received:2018-03-19 Revised:2018-05-18 Published:2018-06-06
  • Contact: 10.6023/cjoc201803029 E-mail:ruiyliu@smu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 81671749).

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