An ESIPT Probe for the Ratiometric Imaging of Peroxynitrite Facilitated by Binding to Aβ-Aggregates

2018 
A series of 3-hydroxyflavone (3-HF) ESIPT (excited-state intramolecular proton transfer) boronate-based fluorescent probes have been developed for the detection of peroxynitrite (ONOO–). The dyes are environmentally sensitive, and each probe exhibited a ratiometric response toward ONOO– in a micellar environment. The probes were used to image different aggregation states of amyloid-β (Aβ) in the presence of ONOO–. The 3-HF-OMe probe was found to produce a ratiometric response toward ONOO– when bound to Aβ aggregates, resulting in a novel host–guest ensemble, which adds insight into the development of other ESIPT-based probes for the simultaneous sensing of fibrous proteins/peptides and environmental ROS/RNS.
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