Design, Synthesis, and Biological Application of A-D-A Type Boranil Fluorescent Dyes

For the first time, three acceptor-donor-acceptor (A-D-A) type Boranil fluorescent dyes, CSU-BF-R (R = H, CH3, OCH3), featuring phenothiazine as the donor, were designed and synthesized. CSU-BF-R exhibited remarkable photophysical characteristics, including large Stokes shifts (>150 nm), high fluorescence quantum yields (up to 40%), long-wavelength emissions, and strong red solid-state fluorescence. Moreover, these CSU-BF-R fluorescent dyes were demonstrated to function as highly selective and sensitive ratiometric fluorescent probes for detecting hypochlorous acid (HClO). The preliminary biological applications of CSU-BF-OCH3 were demonstrated for sensing intracellular HClO in living cells and zebrafish. Therefore, CSU-BF-R possessed the potential to further explore the physiological and pathological functions associated with HClO and provided valuable insights for the design of well-performance A-D-A type fluorescent dyes.

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