The application discloses a
coumarin-
quinoline hybrid near-
infrared fluorescent probe compound for reversibly detecting
sulfur dioxide and
hydrogen peroxide, a synthesis method and application thereof. The probe takes a
coumarin derivative as a fluorescent group and is connected with a
quinoline salt through a conjugated chain. The probe itself has weak
fluorescence, and after a specific Michael
addition reaction occurs between the C-4 position of the
quinoline salt unit of the probe and HSO3-, strong near-
infrared fluorescence emission is generated at 712 nm, the
response time is less than 5 seconds, and the
detection limit is as low as 15.5 nM. The addition product can be oxidized by H2O2, the original probe structure is restored, and the
fluorescence is quenched, so that reversible detection is realized. The probe has
high selectivity and strong anti-interference ability. The probe can be used for quantitatively detecting the content of
sulfur dioxide in food and water samples, and is successfully applied to imaging of endogenous and exogenous
sulfur dioxide in living cells, monitoring of
sulfur dioxide in lipid droplets and reversible cycle imaging of
sulfur dioxide and
hydrogen peroxide, and has important application value in the fields of
food safety monitoring and biomedical research.