Solvatochromic fluorene-linked nucleoside and DNA as color-changing fluorescent probes for sensing interactions.
Solvatochromic fluorene-linked nucleoside and DNA as color-changing fluorescent probes for sensing interactions.
复制标题
DOI：
10.1039/c6sc02548j
复制
发表时间：
2016-09-01
期刊：
影响因子：
8.4
通讯作者：
Hocek M
中科院分区：
文献类型：
--
作者：
Dziuba D;Pospíšil P;Matyašovský J;Brynda J;Nachtigallová D;Rulíšek L;Pohl R;Hof M;Hocek M
设计并制备了用于研究与其他生物分子相互作用的变色荧光核苷酸和寡核苷酸探针，其性能优于目前已知的环境敏感荧光团。设计并合成了一种带有溶剂化显色推拉芴荧光团的核苷（dCFL）。芴结构单元8和标记的核苷dCFL表现出明亮的荧光，具有显著的溶剂化显色效应，即使在高极性溶剂（包括水）中也提供421至544 nm范围内的发射最大值和高量子产率。通过DFT和ADC（2）计算研究了8的溶剂化变色性，表明根据溶剂的极性，可以从激发态的平面构象或扭曲构象发生发射。核苷被转化成其三磷酸变体dCFLTP，发现其是适于通过引物延伸或PCR酶促合成寡核苷酸或DNA探针的DNA聚合酶的良好底物。芴连接的DNA可用作DNA-蛋白质（p53）或DNA-脂质相互作用的荧光探针，产生甚至肉眼可见的显着颜色变化。它们似乎也适合于对DNA的时间依赖性荧光位移研究，产生关于DNA水合和动力学的信息。
Color-changing fluorescent nucleotide and oligonucleotide probes for studying interactions with other biomolecules were designed and prepared, and perform better than currently known environment-sensitive fluorophores. A nucleoside bearing a solvatochromic push–pull fluorene fluorophore (dCFL) was designed and synthesized by the Sonogashira coupling of alkyne-linked fluorene 8 with 5-iodo-2′-deoxycytidine. The fluorene building block 8 and labeled nucleoside dCFL exerted bright fluorescence with significant solvatochromic effect providing emission maxima ranging from 421 to 544 nm and high quantum yields even in highly polar solvents, including water. The solvatochromism of 8 was studied by DFT and ADC(2) calculations to show that, depending on the polarity of the solvent, emission either from the planar or the twisted conformation of the excited state can occur. The nucleoside was converted to its triphosphate variant dCFLTP which was found to be a good substrate for DNA polymerases suitable for the enzymatic synthesis of oligonucleotide or DNA probes by primer extension or PCR. The fluorene-linked DNA can be used as fluorescent probes for DNA–protein (p53) or DNA–lipid interactions, exerting significant color changes visible even to the naked eye. They also appear to be suitable for time-dependent fluorescence shift studies on DNA, yielding information on DNA hydration and dynamics.
登录
查看更多内容
影响因子：
2.9
作者：
Cwiklik, Lukasz;Aquino, Adelia J. A.;Lischka, Hans
通讯作者：
Lischka, Hans
影响因子：
15
作者：
Dziuba, Dmytro;Postupalenko, Viktoriia Y.;Burger, Alain
通讯作者：
Burger, Alain
影响因子：
2.1
作者：
Albericio, F;Cruz, M;Royo, M
通讯作者：
Royo, M
影响因子：
3
作者：
Duan, Y;Wu, C;Kollman, P
通讯作者：
Kollman, P
影响因子：
5.7
作者：
Furse, K. E.;Corcelli, S. A.
通讯作者：
Corcelli, S. A.