Institute of Organic Chemistry, Karlsruhe Institute of Technology, D-76131 Karlsruhe, Germany.
J Org Chem. 2013 Aug 2;78(15):7373-9. doi: 10.1021/jo4010102. Epub 2013 Jun 25.
The DNA base substitute approach by the (S)-3-amino-1,2-propanediol linker allows placing two fluorophores in a precise way inside a given DNA framework. The double helical architecture around the fluorophores, especially the DNA-induced twist, is crucial for the desired photophysical interactions. Excitonic, excimer, and energy transfer interactions yield fluorescent DNA and RNA probes with dual emission color readout. Especially, our DNA and RNA "traffic light" that combines the green emission of TO with the red emission of TR represents an important tool for molecular imaging and can be applied as aptasensors and as probes to monitor the siRNA delivery into cells. The concept can be extended to the synthetically easier to access postsynthetic 2'-modifications and the NIR range. Thereby, the pool of tailor-made fluorescent nucleic acid conjugates can be extended.
（S）-3-氨基-1,2-丙二醇连接子的 DNA 碱基替代方法允许以精确的方式将两个荧光团放置在给定的 DNA 框架内。荧光团周围的双螺旋结构，特别是 DNA 诱导的扭转，对于所需的光物理相互作用至关重要。激子、二聚体和能量转移相互作用产生具有双发射颜色读出的荧光 DNA 和 RNA 探针。特别是，我们的 DNA 和 RNA“红绿灯”结合了 TO 的绿色发射和 TR 的红色发射，代表了分子成像的重要工具，可作为适体传感器和探针用于监测 siRNA 递送至细胞。该概念可以扩展到合成上更容易获得的后合成 2'-修饰和近红外（NIR）范围。由此，可以扩展定制荧光核酸缀合物的库。
