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An Activity‐Based Fluorescent Probe for Imaging Fluctuations of Peroxynitrite (ONOO<sup>−</sup>) in the Alzheimer's Disease Brain

Pengzhan Wang, Le Yu, Jiankang Gong, Jianhua Xiong, Soyu Zi, Hua Xie, Fan Zhang, Zhiqiang Mao, Zhihong Liu, Jong Seung Kim

2022Angewandte Chemie International Edition153 citationsDOI

Abstract

Abstract Peroxynitrite (ONOO − ) plays a critical role in Alzheimer's disease (AD). To reveal the ONOO − influx in AD brains, an activatable activity‐based fluorescence probe Rd‐DPA3 was designed by a structure‐modulated strategy. Taking advantage of ONOO − ‐initiated two‐step cascade reactions of a novel chemical trigger, Rd‐DPA3 specifically responds to ONOO − in 0.3 mM of other reactive oxygen species (ROS) and varied proteins, and gives an intensive fluorescence enhancement ( F / F 0 =50). Moreover, with its mitochondria‐targeting ability, Rd‐DPA3 can be used to efficiently monitor the alternations of intracellular ONOO − levels in cerebral cells during oxidative stress. Significantly, due to NIR emission and good blood–brain barrier (BBB) crossing ability, Rd‐DPA3 is suitable for in vivo imaging of cerebral ONOO − influx and illustrating an age‐dependent accumulation of ONOO − in AD mice brains.

Topics & Concepts

PeroxynitriteFluorescenceChemistryBiophysicsPhotochemistryAlzheimer's diseaseDiseaseNuclear magnetic resonancePhysicsMedicineBiochemistryPathologyBiologyOpticsEnzymeSuperoxideMolecular Sensors and Ion DetectionNeuroscience and Neuropharmacology ResearchSulfur Compounds in Biology