Kele Péter, Li Xiaohua, Link Martin, Nagy Krisztina, Herner András, Lorincz Krisztián, Béni Szabolcs, Wolfbeis Otto S
Institute of Chemistry, Eötvös Loránd University, H-1117, Pázmány Péter sétány 1a, Budapest, Hungary.
Org Biomol Chem. 2009 Sep 7;7(17):3486-90. doi: 10.1039/b907741c. Epub 2009 Jul 7.
The synthesis of a set of new clickable fluorophores that virtually cover the whole visible spectrum reaching the near infra-red regime is presented herein. Besides dyes that are capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reactions with the counterparting function we have also prepared dyes containing a cyclooctyne moiety, an alkyne derivative that enables copper free clicking to azides. The suitability of these dyes for fluorescent labeling of biomolecules is presented by examples on model frameworks representing major biopolymer building blocks. The versatility of these dyes is presented in cell labeling experiments as well as by labeling the azide modified surface glycans of CHO-cells either by copper catalyzed or copper-free click reaction. These dyes are expected to have a large variety of applications in (bio)orthogonal labeling schemes both in vivo and in vitro.
本文介绍了一组新的可点击荧光团的合成，这些荧光团几乎覆盖了整个可见光光谱范围并延伸至近红外区域。除了能够与具有对应功能的物质参与经典铜催化的1,3-偶极环加成反应的染料外，我们还制备了含有环辛炔部分的染料，环辛炔是一种炔烃衍生物，能够在无铜条件下与叠氮化物发生点击反应。通过在代表主要生物聚合物构建单元的模型框架上的示例，展示了这些染料用于生物分子荧光标记的适用性。这些染料在细胞标记实验中以及通过铜催化或无铜点击反应标记CHO细胞的叠氮化物修饰表面聚糖中展现了其多功能性。预计这些染料在体内和体外的（生物）正交标记方案中都有广泛的应用。
