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May 6, 2026Angewandte Chemie0 citations

Engineering Coumarin‐Based Afterglow Luminescence Probes for Activatable Imaging Peroxynitrite In Vivo

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YWYoujuan WangYZYun ZhangPZPengge Zhang

Key Points

  • This research aims to develop effective coumarin-based afterglow probes for enhanced bioimaging.
  • Synthesized coumarin derivatives and designed novel probes incorporating boronic esters and methylenecyclobutane.
  • Conducted oxidation of boronic ester by peroxynitrite to activate the afterglow probe.
  • Utilized singlet oxygen generation from coumarin for imaging applications.
  • The newly designed probes exhibited bright afterglow luminescence for imaging purposes.
  • Oxidation-enhanced activation resulted in strong emission properties for precise detection.
  • C545–MP nanoparticles significantly reduced autofluorescence in imaging of ulcerative colitis.

Abstract

ABSTRACT Afterglow luminescence imaging materials have evolved from inorganic to organic systems, and further from macromolecular polymers to small molecules, highlighting the imperative of developing safe and efficient organic afterglow molecules for bioimaging. However, flexible organic afterglow molecules with well‐characterized structure–luminescence intensity relationships for high‐contrast activatable imaging remain scarce. Here, we report for the first time that coumarin derivatives exhibit bright afterglow luminescence and reveal that rigidified coumarin structures display stronger emission than their flexible and backbone analogues. Further, we designed MP molecules bearing boronic ester and methylenecyclobutane moieties and integrated them with coumarin to construct the activatable afterglow probe C545–MP NPs. Oxidation of the boronic ester by ONOO − primes the probe, whereas subsequent irradiation induces coumarin‐mediated singlet oxygen generation that reacts with the methylenecyclobutane unit to initiate afterglow emission. By virtue of the elimination of autofluorescence and high activation contrast, C545–MP NPs enable precise assessing therapeutic efficacy of ulcerative colitis and Parkinson′s disease.

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Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/69faa25e04f884e66b533053https://doi.org/10.1002/ange.3724922
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