Acta Chim. Sinica ›› 2015, Vol. 73 ›› Issue (5): 450-456.DOI: 10.6023/A15030158 Previous Articles    


基于Nile Red的线粒体靶向性增强型硫化氢荧光探针及其细胞成像

于海波a,b, 李红玲a, 张新富b, 肖义b, 方沛菊a, 吕春娇a, 侯伟a   

  1. a 辽宁大学环境学院 沈阳 110036;
    b 大连理工大学精细化工国家重点实验室 大连 116024
  • 投稿日期:2015-03-06 发布日期:2015-05-05
  • 通讯作者: 侯伟
  • 基金资助:

    项目受国家自然科学基金(No. 21302080)和辽宁省教育厅科研项目(No. L2014010)资助.

A Mitochondrial-Targetable and Turn-On Fluorescent Probe based on Nile Red and Monitoring for H2S in Living Cells

Yu Haiboa,b, Li Honglinga, Zhang Xinfub, Xiao Yib, Fang Peijua, Lv Chunjiaoa, Hou Weia   

  1. a College of Environmental Sciences, Liaoning University, Shenyang 110036;
    b State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024
  • Received:2015-03-06 Published:2015-05-05
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21302080) and Program Funded by Liaoning Province Education Administration (No. L2014010).

Despite regulation of some different physiological processes such as nervous system, inflammatory stress and cardiovascular system, hydrogen sulfide (H2S), an important signaling molecule, also can control activity of ATP enzyme and antioxidant stress in mitochondrion of living cells. For real time quantitative detection of H2S, in this paper, a mitochondrial-targetable and turn-on fluorescent probe NRS has been developed and used to monitor exogenous H2S in living cells. Based on the principle of photo-induced electron transfer (PET), 2,4-dinitrobenzen has been introduced into Nile Red moiety in the structure of probe NRS. NRS has been shown fast response and high sensitivity to hydrogen sulfide, without interference from other reactive oxygen species, reactive nitrogen, anions and metal ions species. With addition of sodium sulfide, the maximum absorption wavelength of NRS at 565 nm has blue shifted to 550 nm, and the emission intensity at 640 nm is accordingly increasing. Meanwhile, this solution is turned to purple from red color and visible with naked eye. The emission intensity of NRS is linear function with the sodium sulfide concentration over the range from 32 to 172 祄ol·L-1. The cell-staining experiment indicates that NRS can diffuse across into cells. It is further proof that in colocalization experimentation NRS can be positioned in mitochondria and detecting hydrogen sulfide in living cells.

Key words: fluorescent probe, Nile Red, Mitochondrial-targetable, hydrogen sulfide, photo-induced electron transfer (PET)