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Synthesis and environment-dependent fluorescence behavior of a biaryl-conjugated (diphenylmethylene)imidazolinone
Masahiro Ikejiri1, Ryouta Nishiguchi1, Chikoto Kubota1
1Faculty of Pharmacy, Osaka Ohtani University, Nishikiori-Kita 3-11-1, Tondabayashi, Osaka 584-8540, Japan. miyasik@osaka-ohtani.ac.jp.
Abstract:
The newly designed green fluorescent protein (GFP) chromophore analog, bar-DAIN, which has a 2-biaryl-conjugated 5-(diphenylmethylene)imidazolinone structure, was effectively synthesized using the Suzuki coupling reaction. Bar-DAIN showed environment-dependent fluorescence behavior; for example, the thienyl analog emitted yellow-green fluorescence in viscous solution (λem: 535 nm), yellow-orange fluorescence in suspension (λem: 551 nm), and cyan fluorescence in a powder state (λem: 497 nm) although it showed almost no emission in common solvents such as dichloromethane. The dynamic discoloration of the fluorescence was observed by changing environmental conditions from suspension to viscous.
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