有机化学 ›› 2016, Vol. 36 ›› Issue (10): 2413-2418.DOI: 10.6023/cjoc201604040 上一篇    下一篇

研究论文

新型罗丹明B荧光探针的合成及其对Hg2+的识别研究

肖慧丰a, 张敏a, 刘杰a, 韩志湘b, 仰榴青a, 吴向阳b   

  1. a 江苏大学化学化工学院 镇江 212013;
    b 江苏大学环境与安全工程学院 镇江 212013
  • 收稿日期:2016-04-19 修回日期:2016-05-19 出版日期:2016-10-25 发布日期:2016-06-08
  • 通讯作者: 张敏,E-mail:zhangmin@ujs.edu.cn;吴向阳,E-mail:wuxy@ujs.edu.cn E-mail:zhangmin@ujs.edu.cn;wuxy@ujs.edu.cn
  • 基金资助:

    江苏省自然科学基金(No.BK20140536)资助项目.

A Novel Rhodamine B Fluorescent Probe for Hg2+: Synthesis and Evaluation

Xiao Huifenga, Zhang Mina, Liu Jiea, Han Zhixiangb, Yang Liuqinga, Wu Xiangyangb   

  1. a School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013;
    b School of the Environment and Safety Engineering, Jiangsu University, Zhenjiang 212013
  • Received:2016-04-19 Revised:2016-05-19 Online:2016-10-25 Published:2016-06-08
  • Supported by:

    Project supported by the Natural Science Foundation of Jiangsu Province (No.BK20140536).

以罗丹明B酰肼1和苯基乙二醛缩合反应得到席夫碱2,再经硼氢化钠还原得到新型罗丹明B衍生物R,采用1H NMR、13C NMR、ESI-MS、元素分析以及X-ray单晶射线对其结构进行了验证.研究结果表明,化合物R作为荧光探针能选择性地识别Hg2+,且受常见金属离子的干扰较小.探针R的荧光强度与Hg2+浓度(5×10-7~2.5×10-6 mol/L)呈良好的线性关系,并在MGC-803活细胞中实现了Hg2+的成像.

关键词: 荧光探针, 罗丹明B, 汞离子, 细胞成像

A novel fluorescent probe R based on rhodamine B was synthesized by the condensation of rhodamine B hydrazide and phenylglyoxal monohydrate, followed by reduction with NaBH4, and its structure was characterized by 1H NMR, 13C NMR, ESI-MS, elemental analysis, and X-ray single analysis. It exhibited very strong fluorescence responses to Hg2+ with remarkably high selectivity for Hg2+ over other metal ions. When the concentration of Hg2+ was in the range of 5×10-7~2×10-6 mol/L, there was a good linearity between the fluorescence intensity and the concentration of Hg2+. The fluorescence imaging experiments of Hg2+ in MGC-803 living cells revealed its potential application in biological system.

Key words: fluorescent probe, rhodamine B, mercury ion, cell imaging