Improving the fluorescence brightness of distyryl Bodipys by inhibiting the twisted intramolecular charge transfer excited state

Abstract

A new class of NIR distyryl Bodipy fluorescent dyes were developed with sulfone- and quaternary ammonium-modified piperidines as auxochromes instead of conventional dialkylamino auxochromes. Such modification markedly improved the fluorescence quantum yields due to the efficient inhibition of the twisted intramolecular charge transfer (TICT) state. Based on the dye platform, we developed a new fluorescent H₂O₂ probe via self-immolative chemistry, and confirmed its capability to sensitively and selectively sense H₂O₂in vitro and in vivo.