Reaction-based colorimetric and fluorogenic signaling of hydrogen sulfide using a 7-nitro-2,1,3-benzoxadiazole-coumarin conjugate

被引：38
作者：
Bae, Jihee [1 ]
Choi, Jiyoung [1 ]
Park, Tae Jung [1 ]
Chang, Suk-Kyu [1 ]
机构：
[1] Chung Ang Univ, Dept Chem, Seoul 156756, South Korea
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 06期
关键词：
Hydrogen sulfide; 7-Hydroxycoumarin; 7-Nitro-2,1,3-benzoxadiazole; Dual signaling; Ether cleavage; Ratiometry; LIVING CELLS; FLUORESCENT-PROBE; H2S; SENSOR; AIR;
D O I：
10.1016/j.tetlet.2013.12.109
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel reaction-based probe for the dual signaling of hydrogen sulfide (H2S) was investigated. The selective H2S-induced cleavage of the ether linkage of the 7-nitro-2,1,3-benzoxadiazole (NBD) and 7-hydroxycoumarin conjugate resulted in a dual signaling behavior. The colorimetric and fluorogenic signaling behaviors were attributed to the H2S-induced generation of 7-nitrobenzo-2,1,3-oxadiazole-4-thiol (NBD-SH) and 7-hydroxycoumarin, respectively. The signaling behavior was analyzed by ratiometry. The selective signaling of H2S over other common metal ions and anions was possible with a detection limit of 1.6 x 10(-6) M in an aqueous DMSO solution. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1171 / 1174
页数：4
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