Title: N2-Aryl triazole as A New Fluorophore: Applications in Material and Supramolecular Chemistry
Speaker: Prof. Xiaodong Shi, Department of Chemistry, University of South Florida
Time: Dec 20th, 2019, Friday 10:30-12:00 AM
Venue: Building 24#-C406
Host: Prof. Yunfei Du
Abstract: Small organic molecule fluorophores have attracted increasing attention in chemistry, biology, material science and dye industry. However, effective UV/blue-light-emitting small molecule fluorophores are rare due to the relative high energy gap required between the interactive orbitals, which may cause either poor photostability or low quantum efficiency. In recent years, our group has developed the synthesis and functionalization of 1,2,3-triazole and found that N-2-aryl-triazole (NAT) displays excellent fluorescence emission in the high energy UV/blue region. EDG/EWG modified NATs were developed as a new class of organic solid fluorophores with tunable emission from blue to yellow light region. Furthermore, these new compounds showed aggregation-induced emission (AIE) properties as well as reversible mechanochromic luminescence properties, which suggested their potential applications in chemical and material science. G-quadruplex is one of the unique self-assembled structures found in nature. It has been developed as an interesting supramolecular motif for ion-selective membrane channels, self assembled nanowires and supramolecular hydrogel. Taking advantage of the electron deficiency of 1,2,3-triazole and electron rich guanosine, we designed and synthesized a C-8 triazole substituted guanosine and successfully achieved high fluorescent intensity which can be used in the application of molecular switch and biological probe. Both structurally novel and functional group enriched G-quartets are achieved using this new system. Potential applications in molecular sensing and biological target recognition are expected with this new system.