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Synthesis And Application Of Fluorescent Probe For Hypochlorite

Posted on:2022-01-18Degree:MasterType:Thesis
Country:ChinaCandidate:C P RenFull Text:PDF
GTID:2480306488466234Subject:Chemical Engineering and Technology
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Hypochlorite(HCl O)is one of the essential reactive oxygen species(ROS)in biological systems and plays an important role in organisms.In this paper,three fluorescent probes were designed and synthesized to detect the hypochloric acid.The results showed that all three fluorescent probes had biological application potential,the specific content is as follows:1.BODIPY fluorophore is widely used in the synthesis of fluorescent probes because of its high fluorescence quantum yield and good photostability.Using BODIPY derivatives as fluorophores to prepare a fluorescent probe BOX of hypochlorite based on oxidative demixime-based reaction which itself expresses yellow fluorescence.After reacting with hypochlorite,the recognition group is oxidized to aldehyde group,which emits strong green fluorescence.The probe has excellent selectivity,strong anti-interference ability,rapid response time(20 s)and high sensitivity for hypochlorite,and its detection lower limit(LOD)is 0.47?M.The cytotoxicity of the probe BOX was low,and the results of cell imaging showed that the probe could detect exogenous hypochlorite in He La cells.2.The fluorescent probe BON of hypochlorite based on oxidation unsaturated double bond reaction the BODIPY derivative with nitro group was selected as the fluorophore,which combined with 2,3-diamino-2-butenonitrile as the recognition group to detect hypochlorite selectively.The probe BON oxidizes unsaturated C=N double bonds after acting with hypochlorite,which makes the probe BON release fluorescence signal.The hypochlorite exerts the properties of short response time(3 min),good selectivity,low detection limit(LOD=0.52?M),and the fluorescence intensity increases gradually at 525 nm with the increase of hypochlorite concentration.Cytotoxicity results the probe BON proved that the probe had good potential for biological application.3.BODIPY derivatives were used as fluorophores and were combined with hypochlorite recognition group 1,8-diaminonaphthalene to design and synthesize the hypochlorite fluorescent probe BOA,which was based on oxidative dehydrogenation reaction.By ~1H-NMR and liquid chromatography-triple quadrupole mass spectrometry instrument sign to determine its molecular structure.The probe BOA had no fluorescence before reaction with hypochlorite.And by adding hypochlorite,the single bond was oxidized and dehydrogenated to C=N double bond.The probe BOA appeared green fluorescence,and the fluorescence intensity increased with the increase of hypochlorite concentration.The probe has good selectivity for hypochlorite,short response time(5min),low detection limit(21?M).Cytotoxicity experiments were carried out on He La cells,and the cell viability was about 100%,indicating that the probe could be used to detect hypochlorous acid in organisms.
Keywords/Search Tags:Hypochlorite, BODIPY, fluorescent probe, cytotoxicity
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