有机化学 ›› 2015, Vol. 35 ›› Issue (12): 2629-2635.DOI: 10.6023/cjoc201506017 上一篇    下一篇

研究简报

新型Fe3+荧光探针的合成及活细胞成像中的应用

李波, 孟文斐, 杨美盼, 苏娜, 刘晓静, 杨秉勤   

  1. 西北大学化学与材料科学学院 合成与天然功能分子化学教育部重点实验室 西安 710127
  • 收稿日期:2015-06-15 修回日期:2015-07-11 出版日期:2015-12-25 发布日期:2015-08-26
  • 通讯作者: 杨秉勤 E-mail:yangbq@nwu.edu.cn;libo19886@163.com
  • 基金资助:

    国家自然科学基金(No. 21172178)资助项目.

Novel Fluorescence Probe for Fe3+and Application of Imaging in Living Cells

Li Bo, Meng Wenfei, Yang Meipan, Su Na, Liu Xiaojing, Yang Bingqin   

  1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710069
  • Received:2015-06-15 Revised:2015-07-11 Online:2015-12-25 Published:2015-08-26
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172178).

以邻氨基苯硫酚和苄基氯为原料反应得到2-苄硫基苯胺(1), 再将2-苄硫基苯胺(1)和罗丹明B进行缩合得到新型罗丹明B衍生物R1, 并用IR, HRMS-ESI, 1H NMR 以及13C NMR对其结构进行了表征. 进一步通过荧光光谱法研究了化合物R1在甲醇水溶液中对常见离子的识别特性. 结果表明荧光探针R1能够对Fe3+进行快速, 灵敏的识别, 并且受其他常见离子干扰较小. 探针R1的荧光强度与Fe3+浓度(1×10-6~9×10-6 mol/L)呈较好的线性关系, 并在PC-12活细胞中实现了Fe3+的荧光成像.

关键词: 荧光探针, 罗丹明B, 铁离子, 识别, PC-12活细胞

A novel rhodamine B derivative R1 was synthesized facilely by the condensation reaction of rhodamine B, 2-aminothiophenol and benzyl chloride, and the structure of R1 was further characterized by IR, HRMS-ESI, 1H NMR, 13C NMR. Then, the recognition properties of compound R1 with metal ions had been investigated in water solution by the fluorescence spectrophotometry. The results showed that probe R1 demonstrated excellent specificity toward Fe3+with high speed and sensitivity, and the fluorescence intensity was not affected by the other common metal ions. Furthermore, there was a good linearity between the fluorescence intensity and the concentration of Fe3+. Importantly, fluorescence imaging experiments of Fe3+ in living cells demonstrated their valuable application.

Key words: fluorescence probe, rhodamine B, Fe3+, recognition, PC-12 living cells