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

Abstract

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.

Illuminating the Function of the Hydroxyl Radical in the Brains of Mice with Depression Phenotypes by Two‐Photon Fluorescence Imaging

“…[3][4][5] Theh ydroxyl radical (COH) is one of the most reactive and oxidative reactive oxygen species (ROS) that is overproduced during oxidative stress. [8][9][10] Fluorescent probes have been developed to reveal the biological functions of COH in living cells,i nz ebrafish, and in the abdomens of mice. [7] Therefore,t here is an urgent need to develop an effective means for tracing COH in living brain to define the relationship between depression and COH levels.…”

“…[8][9][10] Fluorescent probes have been developed to reveal the biological functions of COH in living cells,i nz ebrafish, and in the abdomens of mice. [8][9][10] Fluorescent probes have been developed to reveal the biological functions of COH in living cells,i nz ebrafish, and in the abdomens of mice.…”

Illuminating the Function of the Hydroxyl Radical in the Brains of Mice with Depression Phenotypes by Two‐Photon Fluorescence Imaging

“…[7] Therefore,t here is an urgent need to develop an effective means for tracing COH in living brain to define the relationship between depression and COH levels.Recently,f luorescence imaging has become ar obust approach for real-time monitoring of molecular events in living cells and in vivo because of its non-destructive nature and spatiotemporal resolution. [8][9][10] Fluorescent probes have been developed to reveal the biological functions of COH in living cells,i nz ebrafish, and in the abdomens of mice. [11][12][13][14][15][16][17][18][19] Given the very high reactivity and low concentration of COH and the particularly complicated construction of the brain, two-photon (TP) fluorescence imaging is the most appropriate for brain imaging because it provides ah igher signal-tobackground ratio,d eeper tissue imaging, higher spatialtemporal resolution, and less specimen photodamage than one-photon (OP) fluorescence imaging.…”

Sensors, Imaging Agents, and Theranostics to Help Understand and Treat Reactive Oxygen Species Related Diseases

“…Due to the dynamic nature of ROS expression intracellularly, the development of smart and reversible fluorescent probes potentially tunable by external stimuli such as light are required . Finally, the development of fluorescent “AND” logic gates that enable the simultaneous or sequential detection of an ROS and a second analyte could become a promising strategy for precision‐enhanced disease diagnosis …”

“…A number of recent studies have focused on the detection and imaging of ROS both in vitro and in vivo, mainly by fluorescence‐based methods. The attractiveness of this method is that fluorescent‐based small‐molecule probes have a demonstrated ability to selectively sense and image ROS through the utilization numerous of chemical reactions . Early reported systems related to ROS sensing focused simply on the detection of ROS in solution.…”