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Reaction-based colorimetric and fluorogenic signaling of hydrogen sulfide using a 7-nitro-2,1,3-benzoxadiazole-coumarin conjugate
- Authors
- Bae, Jihee; Choi, Jiyoung; Park, Tae Jung; Chang, Suk-Kyu
- Issue Date
- Feb-2014
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Hydrogen sulfide; 7-Hydroxycoumarin; 7-Nitro-2,1,3-benzoxadiazole; Dual signaling; Ether cleavage; Ratiometry
- Citation
- TETRAHEDRON LETTERS, v.55, no.6, pp 1171 - 1174
- Pages
- 4
- Journal Title
- TETRAHEDRON LETTERS
- Volume
- 55
- Number
- 6
- Start Page
- 1171
- End Page
- 1174
- ISSN
- 0040-4039
- Abstract
- 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.
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