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A novel mitochondria-targetted near-infrared fluorescent probe for selective and colorimetric detection of sulfite and its application in vitro and vivo
•A novel mitochondria-targeted NIR fluorescent probe 1 was designed and synthesized.•Probe 1 displayed high selectivity and sensitivity to SO32−/HSO3− in aqueous solution.•Probe 1 could be applied for detecting SO32−/HSO3− remaining in real samples such as sugar, water and wine.•Probe 1 could be successfully applied for SO32−/HSO3− detection in living cells and in zebrafish.
Overdoses of SO2 and its derivatives (SO32−/HSO3−) in food or organisms are harmful to health. To detect SO32−/HSO3−, a novel NIR fluorescent probe 1, based upon the intramolecular charge transfer (ICT) mechanism, was developed. This probe was easily synthesized, and gave noticeable colorimetric and linear fluorescence changes at 690 nm after reaction with sulfite from 3.13 to 200 µM. Moreover, probe 1 displayed high sensitivity (LOD = 0.46 µM), excellent selectivity (among 13 kinds of anions and 3 kinds of biothiols) and quick response (within 30 min) towards SO32−/HSO3−. The SO32−/HSO3− sensing mechanism was confirmed as the Michael addition reaction. Furthermore, the probe showed wide applications for measuring SO32−/HSO3− in real samples, including sugar, tap water, wine and traditional Chinese medicine. The probe could also be used to detect SO32−/HSO3− in mitochondria of HepG2 cells and zebrafish, which suggested potential application for monitoring SO2 derivatives in clinical diagnostics.