A Fluorescent Probe for Hydrogen Peroxide in Vivo Based on the Modulation of Intramolecular Charge Transfer

Abstract

Endogenous hydrogen peroxide in vivo is related to many diseases, including cancer, diabetes, cardiovascular disease, and neurodegenerative disorders. Although many probes for detection of HO have been explored, rapid response probes are still expected for in vivo application. Here, a new probe (PAM-BN-PB) was designed based on an intramolecular charge transfer (ICT) process with three parts: phenanthroimidazole, benzonitrile, and phenyl boronate. By modulation ICT process of PAM-BN-PB, HO in solution systems can be detected with good selectivity. The exogenous and endogenous HO in normal living cells, ischemia-reperfusion injury cells, and animals all can be imaged by PAM-BN-PB.

A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells

“…Although ONOO − showed moderate fluorescence response towards Py-VPB , the signal was relatively small compared with that of H 2 O 2 , signifying our probe displayed good selectivity in detecting H 2 O 2 . The results were consistent with those in the recently reported literature [ [48] , [49] , [50] ]. This further demonstrated the potential use of our probe in a complex cellular environment.…”

Research progress in the development of organic small molecule fluorescent probes for detecting H2O2

“…Although many probes for detection of H 2 O 2 have been explored, rapid response probes are still expected. Based on intramolecular charge transfer (ICT), Wang and co-workers 49 synthesized uorescent probe 11 ( Fig. 9), which applied phenanthroimidazol, benzonitrile, and phenyl boronate as the three-component.…”

Challenges and Opportunities for Small-Molecule Fluorescent Probes in Redox Biology Applications

“…As mentioned earlier, boronate-based hydrogen peroxide probes have good selectivity toward H 2 O 2 at micromolar concentration levels (15,25,86,98,100,116,171,189). The cross-reactivity is typically tested in a test tube experiment against a panel of individual ROS/RNS.…”