An Aggregating Amphiphilic Squaraine: A Light-up Probe That Discriminates Parallel G-Quadruplexes
An Aggregating Amphiphilic Squaraine: A Light-up Probe That Discriminates Parallel G-Quadruplexes
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DOI：
10.1002/anie.201702096
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发表时间：
2017-06-19
影响因子：
16.6
通讯作者：
Wuerthner, Frank
中科院分区：
文献类型：
--
作者：
Grande, Vincenzo;Doria, Filippo;Wuerthner, Frank
G-四联体(G4S)是一种特殊的DNA或RNA三级结构，参与调节哺乳动物细胞、细菌和病毒中的许多生物事件。尽管它们作为多功能治疗靶点的作用已经被强调了35年，但G4对普遍存在的双链DNA/RNA的选择性以及G4的小分子分化仍然具有挑战性。在这里，一种新的两亲性双氰基取代方酸，SQGL，被报道作为近红外荧光发光探针来识别广泛的平行G4S，而它在聚集态是非荧光的。方酸可与两个四链体形成非传统的夹心p-络合物，形成强荧光(Phi(F)=0.61)超分子体系。SQGL对非四链和非平行的G4序列具有高度的选择性，而不会改变它们的拓扑结构，这是选择性体内高分辨率成像和治疗学所需的。
G-quadruplexes (G4s) are peculiar DNA or RNA tertiary structures that are involved in the regulation of many biological events within mammalian cells, bacteria, and viruses. Although their role as versatile therapeutic targets has been emphasized for 35 years, G4 selectivity over ubiquitous double-stranded DNA/RNA, as well as G4 differentiation by small molecules, still remains challenging. Here, a new amphiphilic dicyanovinyl-substituted squaraine, SQgl, is reported to act as an NIR fluorescent light-up probe discriminating an extensive panel of parallel G4s while it is non-fluorescent in the aggregated state. The squaraine can form an unconventional sandwich p-complex binding two quadruplexes, which leads to a strongly fluorescent (Phi(F) = 0.61) supramolecular architecture. SQgl is highly selective against non-quadruplex and non-parallel G4 sequences without altering their topology, as desired for applications in selective in vivo high-resolution imaging and theranostics.