DNA Abasic Site-Selective Enhancement of Sanguinarine Fluorescence with a Large Emission Shift 英文参考文献.docVIP

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DNA Abasic Site-Selective Enhancement of Sanguinarine Fluorescence with a Large Emission Shift 英文参考文献.doc

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DNA Abasic Site-Selective Enhancement of Sanguinarine Fluorescence with a Large Emission Shift 英文参考文献

DNAAbasicSite-SelectiveEnhancementofSanguinarine FluorescencewithaLargeEmissionShift FeiWu1.,YanweiSun2.,YongShao1*,ShujuanXu1,GuiyingLiu1,JianPeng1,LinglingLiu1 1InstituteofPhysicalChemistry,ZhejiangNormalUniversity,Jinhua,Zhejiang,People’sRepublicofChina,2ChuyangHonorsCollege,ZhejiangNormalUniversity,Jinhua, Zhejiang,People’sRepublicofChina Abstract Small molecules that can specifically bind to a DNA abasic site (AP site) have received much attention due to their importance in DNA lesion identification, drug discovery, and sensor design. Herein, the AP site binding behavior of sanguinarine (SG), a natural alkaloid, was investigated. In aqueous solution, SG has a short-wavelength alkanolamine emissionbandandalong-wavelengthiminiumemissionband.AtpH8.3,SGexperiencesafluorescencequenchingforboth bands upon binding to fully matched DNAs without the AP site, while the presence of the AP site induces a strong SG binding and the observed fluorescence enhancement for the iminium band are highly dependent on the nucleobases flanking the AP site, while the alkanolamine band is always quenched. The bases opposite the AP site also exert some modificationsontheSG’semissionbehavior.ItwasfoundthattheobservedquenchingforDNAswithGsandCsflanking the AP site is most likely caused by electron transfer between the AP site-bound excited-state SG and the nearby Gs. However, the flanking As and Ts that are not easily oxidized favor the enhanced emission. This AP site-selective enhancement of SG fluorescence accompanies a band conversion in the dominate emission from the alkanolamine to iminium band thus with a large emission shift of about 170nm. Absorption spectra, steady-state and transient-state fluorescence, DNA melting, and electrolyte experiments confirm that the AP site binding of SG occurs and the stacking interactionwiththenearbybasepairsislikelytopreventtheconvertedSGiminiumformfromcontactingwithwaterthatis thus emissive when the AP site neighbors are bases other than guanines