A mitochondria-targeted red-emitting probe for imaging hydrogen sulfide in living cells and zebrafish.

Org Biomol Chem

State Key Laboratory of Elemento-Organic Chemistry and Department of Chemical Biology, National Engineering Research Center of Pesticide (Tianjin), College of Chemistry, Nankai University, Tianjin 300071, China.

Published: March 2019

Hydrogen sulfide (H2S) is an important endogenous signaling molecule with multiple biological functions. Based on the thiolysis of NBD (7-nitro-1,2,3-benzoxadiazole) amine, herein we rationally design and synthesize a new fluorescent probe 1 for the detection of mitochondrial H2S in living cells. Probe 1 displays bright red-emitting fluorescence after H2S activation (φ, 0.77). 1 shows higher selectivity and sensitivity for H2S than the red-emitting probe Rho-NBD (ChemBioChem, 2016, 17, 962). Moreover, 1 is water-soluble, cell-membrane-permeable, of low cytotoxicity and mitochondria-targeting, and can be employed for monitoring mitochondrial H2S in living cells.

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http://dx.doi.org/10.1039/c8ob03219jDOI Listing

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