Syntheses of 2,3,4,5-tetraphenylcyclopenta-2,4-dienyl benzene derivatives tailored with seven substituents of various lengths and molecular composition were accomplished and their UV-Vis and fluorescence properties investigated. All of the novel fluorescent dyes displayed varying degrees of aggregation-induced emission (AIE) in the blue region of ∼460 nm in various organic and aqueous solvents. Interestingly, the studies revealed the novel ability of this family of molecules to show strong luminescence in both organic solvents (e.g., %Φf = 69.0% in toluene) and aqueous solutions (e.g., %Φf = 14.0% in H2O) without the need to mix organic and aqueous solvents. Furthermore, fluorescence properties as a function of temperature indicated that both aggregation-induced behavior and the initial degree of solubility played an important role in the overall observed properties of the fluorescent dyes. The importance of this family of molecules for nucleic acid detection and bioimaging applications was demonstrated via the “turn off” detection of cDNA and ss-DNA and by successful tagging and imaging of lens epithelial cells. Taken together, these findings are of great importance for they provide a platform for further rational design and synthesis of luminescent (due to aggregation-induced) and biocompatible (non-toxic) nanoparticles for a wide range of imaging and sensory applications.
我们合成了由七个不同长度和分子组成的取代基定制的 2,3,4,5- 四苯基环戊-2,4-二烯苯衍
生物,并研究了它们的紫外可见光和荧光特性。在各种有机溶剂和
水溶剂中,所有新型荧光
染料在 ∼460 纳米的蓝色区域都显示出不同程度的聚集诱导发射(AIE)。有趣的是,研究揭示了这一分子家族的新能力,即在有机溶剂中(如在
甲苯中,%Φf = 69.0%)和
水溶液中(如在
H2O 中,%Φf = 14.0%)都能显示出强烈的发光,而无需混合有机溶剂和
水溶液。此外,荧光特性与温度的函数关系表明,聚合引起的行为和初始溶解度对荧光
染料的整体观察特性起着重要作用。通过对 cDNA 和 ss-DNA 的 "关闭 "检测,以及对晶状体上皮细胞的成功标记和成像,证明了这一系列分子在核酸检测和
生物成像应用方面的重要性。总之,这些发现非常重要,因为它们为进一步合理设计和合成发光(由于聚集诱导)和
生物相容性(无毒)纳米粒子提供了一个平台,可用于广泛的成像和感官应用。