可见发光和响应性扩展的 6-氮杂尿嘧啶。

Department of Chemistry and Biochemistry, University of California , San Diego, 9500 Gilman Drive, La Jolla, California 92093, United States.

Org Lett. 2014 Oct 17;16(20):5290-3. doi: 10.1021/ol502435d. Epub 2014 Oct 6.

A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push-pull interactions yielding enhanced bathochromic shifts and solvatochromism compared to the parent nucleosides. For example, the methoxy substituted derivative 1d displays λmax abs around 375 nm, with visible emission maxima at 486 nm (Φ = 0.74) and 525 nm (Φ = 0.02) in dioxane and water, respectively.

通过与常见的溴代前体的 Suzuki 偶联反应，得到了一个扩展的 5-修饰-6-氮杂尿嘧啶家族。与取代的芳基环扩展共轭-6-氮杂尿嘧啶会增加推拉相互作用，与母核苷相比，产生更大的红移和溶剂化变色。例如，甲氧基取代的衍生物 1d 在二氧杂环己烷和水中的 λmax abs 分别约为 375nm，在 486nm（Φ = 0.74）和 525nm（Φ = 0.02）处有可见发射最大值。