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Design, synthesis, and biological application of A–D–A-type boranil fluorescent dyes

Wei Luo, Yiling Li, Liang Wang, Yanhua Qin, Cheng Qiao, Guochang Hu, Chaoyi Yao, Xiangzhi Song

2024Organic & Biomolecular Chemistry11 citationsDOI

Abstract

), 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 for sensing intracellular HClO in living cells and zebrafish were demonstrated. Therefore, CSU-BF-R possess the potential to further explore the physiological and pathological functions associated with HClO and provide valuable insights into the design of high-performance A-D-A-type fluorescent dyes.

Topics & Concepts

FluorescenceBiological systemChemistryBiochemical engineeringCombinatorial chemistryComputer scienceBiologyEngineeringOpticsPhysicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionPhotochromic and Fluorescence Chemistry