Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry, Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.
Org Biomol Chem. 2013 Jun 28;11(24):3954-62. doi: 10.1039/c3ob40267c.
Incorporation of fluorous ponytails such as polyfluorinated alkyl residues (CH2)m(CF2)nCF3 leads to a novel class of bright rhodamine-based fluorescence dyes. These dyes combine the excellent photophysical properties of the frequently used rhodamine dyes with the unique features of "light" fluorous molecules. One of those features is the possibility to separate substances utilizing fluorous solid-phase extraction (F-SPE), which is based on the specific intermolecular interaction between fluorous compounds. Thus, molecules, which are labeled with these new dyes, are not only accessible to fluorescence experiments, but can also be easily purified (via so-called FluoroFlash columns) prior to use. The dyes were bound to a cell penetrating peptoid (polycationic oligo(N-substituted) glycine) on solid supports. These conjugates were purified with F-SPE before their photophysical and biological properties were investigated.
将氟烃尾链(如全氟烷基残基 (CH2)m(CF2)nCF3)引入到新型亮的罗丹明基荧光染料中。这些染料结合了常用罗丹明染料的优异光物理性质和“轻”氟烃分子的独特性质。其中一个特点是可以利用氟固相萃取(F-SPE)分离物质,这是基于氟化合物之间的特定分子间相互作用。因此,用这些新型染料标记的分子不仅可以进行荧光实验,而且在使用之前还可以通过所谓的 FluoroFlash 柱轻松进行纯化。染料被结合到穿透细胞的肽(聚阳离子寡(N-取代)甘氨酸)上的固体载体上。在研究这些化合物的光物理和生物性质之前,先用 F-SPE 对这些偶联物进行纯化。