The Design Of Organic Small Molecule Fluorescent Probe And Its Application In The Detection Of ROS/RSS

Reactive oxygen and sulfur species play vital roles in series of physiological and pathological processes,which lead to various detection methods.Among them,fluorescence spectrometry,functioning as a kind of new detection methods,has the characteristics of fast response,good selectivity,noninvasive in situ detection for analytes,which plays an increasingly important role in the diagnosis and treatment of the disease and are wildly applied in biology,clinical medicine,environmental science and many interdisciplinary fields.The mechanism of molecular fluorescence alone with the physiological effects,detection methods and research progress of some common species of reactive oxygen（HClO/ClO^-）and reactive sulfur species（H₂S,Cys）were introduced in the first chapter of this thesis.The mechanism of how the familiar reactive fluorescent probe realize the detection of these analytes was explained and the probes of the frontier fields were summarized,which provides the foundation for probe designing in the further study.In the second chapter,a small molecular fluorescent probe based on aggregation-induced emission（AIE）was developed.An aggregation induced fluorophore was combined with acryloyl chloride and its emission was quenched.When the sulfydryl group on the one side of cysteine（Cys）went through Michael addition reaction with the probe,the amino group quickly attacked the carbanyl group to trigger the cyclization and release the fluorescence,which realized the detection of Cys.The probe with low detection limit,good selectivity and anti-interference was successfully applied in cell experiments and co-localization imaging to realize the lipid droplets targeted Cys detection and its reaction mechanism was verified by the method of analysis of liquid and mass.In chapter three,the common dye methylene blue and 1,8-naphthalimide were combined to synthesize a two-channel fluorescent probe for simultaneous determination of hydrogen sulfide and hypochlorous acid.The detection of hydrogen sulfide is implemented based on the reduction reaction of the azide group to release the green fluorescence.The determination of hypochlorous acid is due to the oxidation of hypochlorous acid and the breaking of the amide bond to release the red fluorescence of methylene blue.The respective and continuous determination of hypochlorous acid and hydrogen sulfide by the red and green fluorescent channels of the probe with fast response,good selectivity and high sensitivity was also successfully applied in the endogenous and exogenous cell imaging experiment.