A Fast-Response Red Shifted Fluorescent Probe for Detection of H2S in Living Cells

被引:24
作者
Ismail, Ismail [1 ,2 ]
Chen, Zhuoyue [3 ,4 ]
Ji, Xiuru [5 ]
Sun, Lu [5 ]
Yi, Long [3 ,4 ,6 ]
Xi, Zhen [1 ,2 ,6 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab Elemento Organ Chem, Natl Engn Res Ctr Pesticide Tianjin, Tianjin 300071, Peoples R China
[2] Nankai Univ, Dept Chem Biol, Natl Engn Res Ctr Pesticide Tianjin, Coll Chem, Tianjin 300071, Peoples R China
[3] Beijing Univ Chem Technol, Beijing Key Lab Bioproc, 15 Beisanhuan East Rd, Beijing 100029, Peoples R China
[4] Beijing Univ Chem Technol, Coll Chem Engn, 15 Beisanhuan East Rd, Beijing 100029, Peoples R China
[5] Tianjin Med Univ, Sch Pharm, Tianjin Key Lab Technol Enabling Dev Clin Therape, Tianjin 300070, Peoples R China
[6] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
关键词
fluorescent probe; red shifted; H2S; bioimaging; HYDROGEN-SULFIDE; FAR-RED; DESIGN STRATEGIES; UNIQUE APPROACH; CANCER-CELLS; RHODAMINE; DYES; SULFUR; PEROXYNITRITE; CHEMISTRY;
D O I
10.3390/molecules25030437
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Near-infrared (NIR) fluorescent probes are attractive tools for bioimaging applications because of their low auto-fluorescence interference, minimal damage to living samples, and deep tissue penetration. H2S is a gaseous signaling molecule that is involved in redox homeostasis and numerous biological processes in vivo. To this end, we have developed a new red shifted fluorescent probe 1 to detect physiological H2S in live cells. The probe 1 is based on a rhodamine derivative as the red shifted fluorophore and the thiolysis of 7-nitro 1,2,3-benzoxadiazole (NBD) amine as the H2S receptor. The probe 1 displays fast fluorescent enhancement at 660 nm (about 10-fold turn-ons, k(2) = 29.8 M(-1)s(-1)) after reacting with H2S in buffer (pH 7.4), and the fluorescence quantum yield of the activated red shifted product can reach 0.29. The probe 1 also exhibits high selectivity and sensitivity towards H2S. Moreover, 1 is cell-membrane-permeable and mitochondria-targeting, and can be used for imaging of endogenous H2S in living cells. We believe that this red shifted fluorescent probe can be a useful tool for studies of H2S biology.
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页数:13
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