A ratiometric fluorescent probe for gasotransmitter hydrogen sulfide based on a coumarin-benzopyrylium platform

• A ratiometric fluorescent probe for H2S has been developed based on coumarin–benzopyrylium platform.
• The ratiometric sensing is realized by coupling the azide-based strategy with the intramolecular spirolactamization reaction.
• The proposed probe utilizes the acyl azide as the recognition moiety and exhibits a rapid response towards H2S (ca. 1 min).
• Preliminary experiments show that the proposed probe has potential to track H2S in live cells.

A ratiometric fluorescent probe for H2S was developed based on a coumarin– benzopyrylium platform. The ratiometric sensing is realized by a selective conversion of acyl azide to the corresponding amide, which subsequently undergoes an intramolecular spirocyclization to alter the large π-conjugated system of CB fluorophore. Compared with the traditional azide-based H2S probes, the proposed probe utilizes the acyl azide as the recognition moiety and exhibits a rapid response (∼1 min) towards H2S, which is superior to most of the azide-based H2S probes. Preliminary fluorescence imaging experiments show that probe 1 has potential to track H2S in living cells.

Figure optionsDownload as PowerPoint slide