A novel flavone-based ESIPT ratiometric fluorescent probe for selective sensing and imaging of hydrogen polysulfides

Hydrogen polysulfides (H₂S_n) as an important member of reactive sulfur species is closely relevant to many physiological functions in redox homeostasis and metabolism. Dual-channel monitor the changes of H₂S_n level in vivo is highly desired. Herein we design a simple ratiometric fluorescent probe based on flavone skeleton for highly selective detection of H₂S_n. The probe HF-NA-MC bearing 2-fluoro-5-nitrobenzoic acid group inhibited the intramolecular ESIPT process, which show the blue fluorescence of adjacent naphthalene unit. In the presence of H₂S_n, the enol form of probe is converted to conjugated keto form, resulted in a 90 nm red-shift of fluorescence emission from 450 nm to 540 nm. The ratiometric intensity (I₅₄₀/I₄₅₀) of the probe exhibits a good linear relationship toward H₂S_n in the range of 0-120 μM, and the detection limit is estimated to be 0.63 μM. The ratiometric fluorescent probe shows high specificity and anti-interference ability for H₂S_n over other related reactive sulfur species. The probe HF-NA-MC shows promising outlook and could be applied to the confocal imaging of H₂S_n by dual emission channels in Hela cells.