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The Construction Of Novel Peroxynitrite Fluorescent Probes And Thier Application In The Detection Of Biomarks

Posted on:2020-12-18Degree:MasterType:Thesis
Country:ChinaCandidate:D Y ZhouFull Text:PDF
GTID:2370330578960217Subject:Chemical Engineering
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In recent years,fluorescent probes have been widely used in chemical medicine,environmental science,disease diagnosis and bioimaging,especially in real-time detection of samples and fluorescence imaging of biological cells,due to their unparalleled advantages of fast analysis speed,high spatial and temporal resolution,good biocompatibility and non-destructive in situ imaging.In this paper,we designed and synthesized three new types of fluorescent probes to detect the ONOO-and successfully applied to the imaging of actual biological samples.1.We first designed and synthesized a novel ratiometric fluorescent probe?Cy-NH2?for the detection of ONOO-.The probe has a simple structure and can be obtained by a simple procedure;the destruction of the?-conjugated system due to the strong oxidizing ability of ONOO-causes the probe to have a large emission wavelength shift?248 nm?;in addition,the probe has high sensitivity with ONOO-reaction,and the fluorescence intensity ratio is as high as 1728-fold;more importantly,the probe has been successfully applied to the fluorescence detection of exogenous and endogenous ONOO-in living cells,and satisfactory results have been obtained.2.Based on the excellent performance of the probe in our previous chapter,we improved the synthesis method and synthesized a series of ratiometric fluorescent probes with different substituents,from which the best fluorescent probes?Cy-NEt2?were selected.First of all,our probes can be synthesized de novo by reliable and inexpensive raw materials.In addition,the probe exhibits a large emission wavelength shift?255 nm?,which is beneficial for enhancing the signal background ratio.Furthermore,Cy-NEt2 can specifically target mitochondria and thus can be used to assess mitochondrial oxidative stress in cells and mice.3.We designed and synthesized a new near-infrared fluorescent probe?DCP-B?for the detection of ONOO-.Compared to the probes from the previous two chapters,the probe has larger Stokes shift?173 nm?,longer near infrared wavelength?763 nm?and lower detection limit?3.3 nM?.In the probe,we chose the excellent dicyanoisophorone derivative?DCP-OH?as the fluorophore and the borate group as the recognition unit.The probe DCP-B itself has no fluorescence because the intramolecular charge transfer?ICT?process is interrupted.When ONOO-is added,the borate reacts with ONOO-,and the ICT process recovers,thereby emitting strong near-infrared fluorescence.Due to the excellent performance of the probe,we successfully applied it imaging to exogenous and endogenous ONOO-in living cells and achieved satisfactory results.
Keywords/Search Tags:Peroxynitrite, Fluorescent probe, Ratiometric, Near-infrared
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