Design,Synthesis And Biological Fluorescence Imaging Of Near-infrared Benzopyrrolide-based Fluorescent Probes For The Detection Of SO₂ Derivatives,HCLO/ClO^- And Cys

The molecular technologyof fluorescent probe has a good application prospect in the field of medicine and bioimaging.Fluorescentimaging technology,which has the advantages of convenient,non-invasive,real-time monitoringand,high sensitivity and specificity for organisms,has gradually become the main means of biofluorescence imaging.The maximum emission of the near-infrared fluorophore is in the long wave region?600-900 nm?,which has deep tissue penetration ability,can reduce the damage to the organismeffectivelyand has a good application prospect in the field of fluorescenceimaging.In this thesis,the near-infrared benzopyranonitrile was used as a fluorophore,through modification,three fluorescent probes were designed and synthesized to detect sulfite,hypochlorite and cysteine respectively.?1?A fluorescent probe DCM-q3 for the detection of sulfite based on benzopyranonitrile fluorophore was designed and synthesized.Firstly,the photophysical properties of the probes were studied.Upon addition of sulfite to the solution of DCM-q3(DMSO:HEPES=6:4?0.01 M,pH=7.2?,the color of the solution becomes from yellow to dark purple,and fluorescence increases.Secondly,due to the higher sensitivity,selectivity and low toxicity of the probe DCM-q3,it can besuccessfully applied in HeLa cells for fluorescentimaging to detect sulphite.?2?A fluorescent probe DCM-Se based on benzopyranonitrile fluorophores for the detection of hypochlorite was designed and synthesized.Firstly,Synthesis of the compound 4-phenylselenylbenzaldehyde catalyzed by nanomaterial CuFe₂O₄.The synthesis of fluorescent probe DCM-Se was synthesized by the condensation of4-phenylselenobenzaldehydeandbenzopyranonitrileinethanolsolvent,yield:65%.The photophysical properties of the probe DCM-Se were studied,the fluorescence intensity of the probe was reduced after adding hypochlorite in the solution(DMSO:HEPES=7:3?0.01 M,pH=7.2?,which displayed the probe DCM-Se has good selectivity for hypochlorite.?3?A fluorescent probe DCM-q2 for the detection of cysteine based on a benzopyranonitrile fluorophore was designed and synthesized.First the synthesis of the probes was characterized by NMR and mass spectrometry.The photophysical properties of the probe DCM-q2 were studied,the fluorescence intensity of the probe was enhancement after adding cysteine in the solution(DMSO:HEPES=8:2?0.01M,pH=7.2?,which displayed the probe DCM-q2 has specific selectivity for cysteine.