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

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 si...

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Veröffentlicht in:Tetrahedron letters 2014-01, Vol.55 (6), p.1171-1174
Hauptverfasser: Bae, Jihee, Choi, Jiyoung, Park, Tae, Chang, Suk-Kyu
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Sprache:eng
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Zusammenfassung: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-1,2,5-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 A 10a6 M in an aqueous DMSO solution.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2013.12.109