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Construction And Performance Of Fluorescent Probes Study For Detecting ONOO~-

Posted on:2022-10-30Degree:MasterType:Thesis
Country:ChinaCandidate:F F ZhaoFull Text:PDF
GTID:2480306323496844Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Fluorescent probes have become a powerful tool for detecting and monitoring biologically active species because of their high sensitivity,strong specificity,noninvasiveness,and especially high temporal and spatial resolution.Small-molecule fluorescent probes can enter cells in a non-invasive way.When the analyte is captured,the probe can emit specific fluorescence or causes fluorescence changes to achieve dynamic imaging.Therefore,fluorescence imaging analysis methods have received much attention in the fields of chemistry,biology and medicine.Peroxynitrite(ONOO-)is an important reactive nitrogen,which is produced by a diffusion-limited reaction of nitric oxide(NO)and superoxide(O2·-)in living body.It has powerful oxidation and nitrification ability that plays a vital role in a variety of physiological and pathological processes.In recent years,as an active small molecule,ONOO-has become a hot spot due to its unique and important biological activity.Therefore,the development of an efficient method for detecting peroxynitrite in organisms has important research significance.Due to the nature of ONOO-short life and strong activity,the construction of a new type of ONOO-fluorescent probe with high sensitivity and fast response is still a very meaningful subject.This paper designs a series of fluorescent probes that recognize ONOO-through different fluorophores,detect peroxynitrite in organisms,and conduct a preliminary study on their spectral properties.The structures of target compounds Z-1,Z-2 and Z-3 were confirmed by 1H NMR,13C NMR and HR-MS.In the first part,based on the rhodamine fluorophore,the probe Z-1 can specifically recognize ONOO-and release hydrogen sulfide.The probe can target mitochondria——the main organ that produces ONOO-,and has a fast response speed(T<2 min)responds to ONOO-.This probe has been successfully used for the biological imaging of ONOO-in Hela cells.There is expected to act as a H2S donor activated by ONOO-,and alleviate the damage caused by oxidative stress to organisms.The second part,based on the benzopyrylium-coumarin fluorophore,the fluorescent probe Z-2 is first synthesized that simultaneously detects ONOO-and SO2,can be localized in mitochondria.Through the study of spectral performance,it is found that the probe can selectively recognize ONOO-and SO2,and has the characteristics of naked eye recognition,fast response speed and high sensitivity.In the third part,the ONOO-probe Z-3 with two different recognition sites was designed based on the quinoline-xanthene near-infrared fluorophore.The solution changed significantly from blue purple to light blue after recognition.The probe selectively recognizes ONOO-in the HEPPS/CTAB buffer system,and has strong antiinterference ability.
Keywords/Search Tags:Fluorescent probe, Peroxynitrite, oxidative stress, double-recognition, double-site
PDF Full Text Request
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