Institute of Advanced Energy, Kyoto University, Uji, Kyoto 611-0011, Japan.
Bioorg Med Chem Lett. 2011 Feb 15;21(4):1275-8. doi: 10.1016/j.bmcl.2010.11.129. Epub 2010 Dec 13.
We synthesized various substituted 8-styryl-2'-deoxyguanosine and 8-styryl-2'-deoxyadenosine derivatives. Among them only acetyl substituted 8-styryl-2'-deoxyguanosine analog 5b showed a remarkable solvatochromicity (Δλ(max)(em)=91 nm),that is, strong fluorescence at 477 nm in 1,4-dioxane, but in methanol the fluorescence was red shifted to 558 nm with very low intensity. Such environmentally sensitive solvatochromic fluorescent guanosine analogs may be useful as a sensor for investigating interactions of DNA with DNA binding proteins.
我们合成了各种取代的 8-苯乙烯基-2'-脱氧鸟苷和 8-苯乙烯基-2'-脱氧腺苷衍生物。其中只有乙酰取代的 8-苯乙烯基-2'-脱氧鸟苷类似物 5b 表现出显著的溶剂化变色性(Δλ(max)(em)=91nm),即在 1,4-二氧六环中在 477nm 处有强荧光,但在甲醇中荧光红移至 558nm,强度非常低。这种对环境敏感的溶剂化变色荧光鸟苷类似物可用作研究 DNA 与 DNA 结合蛋白相互作用的传感器。