A fluorescent probe based on tetrahydro[5]helicene for highly selective recognition of hydrogen sulfide

被引:28
作者
Lei, Yang [1 ]
Wang, Kun-Peng [1 ]
Chen, Shaojin [1 ]
Zhang, Qi [1 ]
Hu, Zhi-Qiang [1 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Key Lab Ecochem Engn, Key Lab Sensor Anal Tumor Marker,Minist Educ, Qingdao 266042, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Helicene; Hydrogen sulfide; LIVING CELLS; IN-VIVO; H2S; BRAIN; MITOCHONDRIA;
D O I
10.1016/j.saa.2018.06.066
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Endogenous hydrogen sulfide plays an important role in various physiological and pathological processes and the convenient and selective recognition of hydrogen sulfide has become a research hotspot. We designed and synthesized a tetrahydro[5]helicene and 2,4-dinitrobenzene conjugate (HD-DNP) as an effective fluorescent probe for selective detection of H2S. The selective deprotection of 2,4-dinitrophenyl ether group of HD-DNP by H2S led to a dramatic fluorescent enhancement (101-fold) at 500 nm and colorimetric change in DMSO-PBS solution. HD-DNP displays many advantages including low background without any self-fluorescence, as well as high selectivity towards common bio-thiols such as Cysteine, Homocysteine and Glutathione. The detection limit of this probe for H2S was found to be about 2.4 mu M with a wide linear range (10-70 mu M). The response mechanism of the probe with HS- is confirmed to be thiolysis of the dinitrophenyl ether induced by HS- through H-1 NMR comparison investigations. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:295 / 300
页数:6
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