We have developed a simple method to synthesize 6-seleno-2′-deoxyguanosine(SedG)by selectively replacing the 6-oxygen atom with selenium.This selenium-atom-specific modification(SAM)alters the optical properties of t...We have developed a simple method to synthesize 6-seleno-2′-deoxyguanosine(SedG)by selectively replacing the 6-oxygen atom with selenium.This selenium-atom-specific modification(SAM)alters the optical properties of the naturally occurring2′-deoxyguanosine(dG).Unlike the native dG,the UVabsorption ofSedG is significantly influenced by the pH of the aqueous solution.Moreover,SedG is fluorescent at the physiological pH and exhibits pH-dependent fluorescence in aqueous solutions.Furthermore,SedG has noticeable fluorescence in non-aqueous solutions,indicating its sensitivity to environmental changes.This is the first time a fluorescent nucleoside by single-atom alteration has been observed.Fluorescent nucleosides modified by a single atom have great potential as molecular probes with minimal perturbations to investigate nucleoside interactions with proteins,such as membrane-transporter proteins.展开更多
基金financially supported by the US National Science Foundation(NSF,MCB-0824837)the Georgia Cancer Coalition(GCC)Distinguished Cancer Clinicians and Scientists Awards
文摘We have developed a simple method to synthesize 6-seleno-2′-deoxyguanosine(SedG)by selectively replacing the 6-oxygen atom with selenium.This selenium-atom-specific modification(SAM)alters the optical properties of the naturally occurring2′-deoxyguanosine(dG).Unlike the native dG,the UVabsorption ofSedG is significantly influenced by the pH of the aqueous solution.Moreover,SedG is fluorescent at the physiological pH and exhibits pH-dependent fluorescence in aqueous solutions.Furthermore,SedG has noticeable fluorescence in non-aqueous solutions,indicating its sensitivity to environmental changes.This is the first time a fluorescent nucleoside by single-atom alteration has been observed.Fluorescent nucleosides modified by a single atom have great potential as molecular probes with minimal perturbations to investigate nucleoside interactions with proteins,such as membrane-transporter proteins.
