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Synthesis And Properties Of Near-infrared BODIPY Dyes And Cyanine Dyes

Posted on:2014-07-01Degree:MasterType:Thesis
Country:ChinaCandidate:R N GaoFull Text:PDF
GTID:2251330401974852Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Currently, the reported UV-visible fluorescent probes encounted the problem of autofluorescenceinterference which limits biological imaging applications. In contrast, the study of near-infrared fluorescentdyes used in vivo biological fluorescent probe as well due to the smaller light damage, deep tissuepenetration, the advantages of small fluorescent background.As biological fluorescent probes, Cyanine dyes were widely used in the calibration of the biologicalmolecules, especially nucleic acid. withing a big molar extinction coefficient; fluorescence enhancementafter combinating with the biological matrix (such as, the fluorescence enhanced25times by bindingDNA); the maximum absorption wavelength in the400-1700nm; and the tuning range; ease to obtain thenear-infrared fluorescent dye etc; Cyanine dyes have becomed a new generation of highly sensitivefluorescent labeling agent. Howeve,poor light stability affected the reliability of the analysis. This paperwill describe the design, synthesis and application of the two types of near-infrared fluorescent dyeincluding the near-infrared BODIPY and cyanine dye. The near infrared symmetric, asymmetric BODIPYfluorescent dye were synthesised by designing xanthene ring novel pyrrole. By increased intramolecularconjugate ring, the degree of conjugating was increased. Further, The spectrum of the BODIPY ultravioletand fluorescence are red moved to the near-infrared region. Meanwhile, the symmetric BODIPY was verystable, non-toxic, suitable for cell imaging detection in the near infrared region. The BODIPY dyes havebeen characterized by1H NMR,13C NMR, IR, MS.In this paper, by analysing the nucleus of the cyanine dye,a rigid ring as conjugated bridge in cyaninedyes were designed It is a improvement to the light stability of the dyes. With Allyl chlorine replaced bytriple bonds in the rigid ring, the dye was further potential to detect trace Pd2+in environmental sewage as well as in vivo and facilitated to be used for the detection of biological molecules furtherly.
Keywords/Search Tags:Near infrared fluorescent dye, Symmetrical xanthene ring BODIPY, Cyanine dye, Fluorescence probe
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