A new near-infrared fluorescence probe synthesized from IR-783 for detection and bioimaging of hydrogen peroxide in vitro and in vivo

A new near-infrared fluorescence probe was developed and synthesized for detection of hydrogen peroxide (H2O2) in vitro and in vivo. Synthesized from IR-783, the probe DBIS was designed to connect 4-(Bromomethyl)benzeneboronic acid pinacol ester as the recognizing moiety to the stable hemicyanine skeleton. Reaction of probe DBIS with H2O2 would result in the oxidation of phenylboronic acid pinacol ester, and thereby release the near-infrared fluorophore HXIS. The background signal of probe DBIS is very low, which is necessary for sensitive detection. Compared with the existing probes for detecting H2O2, the proposed probe DBIS shows excellent optical performance in vitro and in vivo, high selectivity, high sensitivity and good water solubility, as well as near-infrared fluorescence emission 708 nm, with a low detection limit of 0.12 μM. Furthermore, probe DBIS is low cytotoxic, cell membrane permeable, and its applicability has been shown to visualize endogenous H2O2 in mice. In addition, it is the first time that paper chips have been used as carrier to detect H2O2 through fluorescence signals instead of the traditional liquid phase detection mode of fluorescent probes. These superior characteristics of the probe make it have great application potential in biological systems or in vivo related research.