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Synthesis And Application Of Fluorescent Probes For Hypochlorous Acid

Posted on:2018-11-04Degree:MasterType:Thesis
Country:ChinaCandidate:B WangFull Text:PDF
GTID:2310330515450356Subject:Chemical Biology
Abstract/Summary:PDF Full Text Request
Hypochlorous acid(HClO)is a byproduct of normal metabolism of oxygen,plays a key role in the physiological processes.In living organisms,hypochlorous acid is produced predominantly from hydrogen peroxide and chloride ions in a chemical reaction catalyzed by the heme enzyme myeloperoxidase(MPO).HClO maintaining the redox balance of cells.However,increasing evidence suggests that excessive level of hypochlorite can lead to tissue damage and engaged in some diseases,such as cardiovascular disease,arthritis,and cancers.Therefore,the rapid,sensitive and selective detection of HClO in biological samples is of significant interest.Compared with other methods,flourescent probes are efficient tools for detecting biological molecules due to their simple manipulation,low cost,high sensitivity,high selectivity and less invasive for imaging intracellular processes of living celluar systems.In this thesis,two fluorescent probes based on molecular recognition and molecular fluorescence sensing principle for hypochlorous acid detection in cells and organisms were developed.Fluorescent probe WCN was successfully designed and synthesized based on acenaphthenequinone via one-pot synthetic strategy.This can be employed for double-mode detection of HClO by either naked eye or significant enhanced fluorescence.WCN exhibits high water-solubility,high sensitivity and selectivity,the detection limit is 7.7×10-8 M,and successfully imaged HCl O in HeLa cells and nude mouse.Due to the oxidation reaction between the oxime moiety and HClO,the probe NQ was designed based on the naphthalimide platform by introducing an oxime moiety.Compared with the existing sensors and probe WCN,probe NQ shows immediately response.A linear relationship was observed between the HClO concentration over a range of 0–50 ?M and the emission intensity of probe NQ,R2 = 0.997.The detection limit was as low as 4.7×10-8 M.NQ can selectively and sensitively detect HClO and monitoring the HClO in MCF-7 cells.
Keywords/Search Tags:fluorescence probe, hypochlorous acid, acenaphthenequinone, naphthalimide
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