A Macrocyclic Fluorophore Dimer with Flexible Linkers: Bright Excimer Emission with a Long Fluorescence Lifetime

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• 作者：Hiroshi Osaki ; Dr. Chih-Ming Chou ; Prof. Dr. Masayasu Taki ; Dr. Kai Welke ; Prof. Dr. Daisuke Yokogawa ; Prof. Dr. Stephan Irle ; Prof. Dr. Yoshikatsu Sato ; Prof. Dr. Tetsuya Higashiyama ; Dr. Shohei Saito ; Prof. Dr. Aiko Fukazawa and Prof. Dr. Shigehiro Yamaguchi
• 刊名：Angewandte Chemie
• 出版年：2016
• 出版时间：June 13, 2016
• 年：2016
• 卷：128
• 期：25
• 页码：7247-7251
• 全文大小：1448K
• ISSN：1521-3757

文摘

Bright fluorescent molecules with long fluorescence lifetimes are important for the development of lifetime-based fluorescence imaging techniques. Herein, a molecular design is described for simultaneously attaining long fluorescence lifetime (τ) and high brightness (Φ_F×ɛ) in a system that features macrocyclic dimerization of fluorescent π-conjugated skeletons with flexible linkers. An alkylene-linked macrocyclic dimer of bis(thienylethynyl)anthracene was found to show excimer emission with a long fluorescence lifetime (τ≈19 ns) in solution, while maintaining high brightness. A comparison with various relevant derivatives revealed that the macrocyclic structure and the length of the alkylene chains play crucial roles in attaining these properties. In vitro time-gated imaging experiments were conducted as a proof-of-principle for the superiority of this macrocyclic fluorophore relative to the commercial fluorescent dye Alexa Fluor 488.