A Two-Photon Fluorescent Probe for the Visual Detection of Peroxynitrite in Living Cells and Zebrafish

Abstract

Peroxynitrite (ONOO−), as an important reactive oxygen species (ROS), holds great potential to react with a variety of biologically active substances, leading to the occurrence of various diseases such as cancer and neurodegenerative diseases. In this work, we developed a novel mitochondria-localized fluorescent probe, HDBT-ONOO−, which was designed as a mitochondria-targeting two-photon fluorescence probe based on 1,8-naphthylimide fluorophore and the reactive group of 4-(bromomethyl)-benzene boronic acid pinacol ester. More importantly, the probe exhibited good biocompatibility, sensitivity, and selectivity, enabling its successful application in imaging the generation of intracellular and extracellular ONOO−. Furthermore, exogenous and endogenous ONOO− products in live zebrafish were visualized. It is greatly expected that the designed probe can serve as a useful imaging tool for clarifying the distribution and pathophysiological functions of ONOO− in cells and zebrafish.

Detection and Imaging of Active Substances in Early Atherosclerotic Lesions Using Fluorescent Probes

“…Peroxynitrite (ONOO À ) is an active oxygen species, which is produced endogenous by the combination of nitric oxide and superoxide anion radical, and is associated with a variety of physiological and pathological activities. [80,81] As a strong oxidant, ONOO À can react with proteins, lipids, biological mercaptans and other substances, and its own accumulation can also cause the enhancement of cellular oxidative stress damage. As shown in Figure 4B, Zhang et al reported a C=C bond based fluorescent probe named Mito-WQPhOH for the detection of ONOO À in mitochondria.…”

A Phenanthrenequinone-Based Ratiometric Fluorescent Probe for Rapid Detection of Peroxynitrite with Imaging in Osteoblast Precursor Cells

“…There are many reports where borate was used as the recognition unit for H 2 O 2 , but peroxynitrite is more efficient in reacting with borate . Although some reports are based on the borate reaction of peroxynitrite, the product converts to its parent alcohols after the reaction. ,− To our best knowledge, there is only one report where borate converted to a pyridynile-based product after a reaction with peroxynitrite . Therefore, we have also designed a borate recognition-based probe in which a pyridinyl product is formed upon reaction with peroxynitrite.…”