Flexible amine-functionalized triphenylamine derivative as a fluorescent "light-up" probe for G-quadruplex DNA

作者:Wang, Ming-Qi*; Liu, Shuo; Tang, Cai-Ping; Raza, Aun; Li, Shuo*; Gao, Lie-Xiong; Sun, Jing*; Guo, Song-Ping
来源:Dyes and Pigments, 2017, 136: 78-84.
DOI:10.1016/j.dyepig.2016.08.041

摘要

In this study, a flexible amine-functionalized triphenylamine dye 2 was developed and utilized as a G4 DNA fluorescent.probe. The selectivity, sensitivity and binding properties of the dye 2 interacting with G4 DNAs were investigated. The dye 2 illustrated in the fluorescence titration assays were preferentially bound with G4 DNAs with significant "light-up" effect. The detection limit value of 2 for the G4 DNA was below 10 nM in solution. CD spectroscopy analysis revealed that 2 could promote the G-rich sequence to adapt an antiparallel G4 structure. These results indicated the dye 2 showed stronger binding affinity and fluorescence response to G4 DNA than our previous reported triphenylamine-quinolinium scaffold (1b) due to the incorporation of a flexible amine moiety. Therefore, this study gave certain crucial factors on developing of effective fluorescence probes for G4 DNA. The cellular application of 2 in cancer cells HepG2 was also demonstrated.