The development of 1,3-diphenylisobenzofuran as a highly selective probe for the detection and quantitative determination of hydrogen peroxide

Abstract

1,3-Diphenylisobenzofuran (DPBF) has been developed as a selective probe for the detection and quantitative determination of hydrogen peroxide in samples containing different reactive nitrogen and oxygen species (RNOS). DPBF is a fluorescent probe which, for almost 20 years, was believed to react in a highly specific manner toward some reactive oxygen species (ROS) such as singlet oxygen and hydroxy, alkyloxy or alkylperoxy radicals. Under the action of these individuals DPBF has been rapidly transformed to 1,2-dibenzoylbenzene (DBB). In order to check if DPBF can act as a unique indicator of the total amount of different RNOS, as well as oxidative stress caused by an overproduction of these individuals, a series of experiments was carried out, in which DPBF reacted with peroxynitrite anion, superoxide anion, hydrogen peroxide, hypochlorite anion, and anions commonly present under biological conditions, namely nitrite and nitrate. In all cases, except for hydrogen peroxide, the product of the reaction is DBB. Only under the action of HO 9-hydroxyanthracen-10(9H)-one (oxanthrone) is formed. This product has been identified with the use of fluorescence spectroscopy, NMR spectroscopy, high performance liquid chromatography coupled with mass spectrometry, infrared spectroscopy, elemental analysis, and cyclic voltammetry (CV). A linear relationship was found between a decrease in the fluorescence intensity of DPBF and the concentration of hydrogen peroxide in the range of concentrations of 0.196-3.941 mM. DPBF responds to hydrogen peroxide in a very specific way with the limits of detection and quantitation of 88 and 122.8 μM, respectively. The kinetics of the reaction between DBBF and HO was also studied.

Dually‐Passivated Perovskite Solar Cells with Reduced Voltage Loss and Increased Super Oxide Resistance

“…To unveil the mechanism of enhanced stability after the passivation strategies, we determined the yield of photo‐induced O 2 − , which is an indicator of the density of vacancies in perovskite films, for the four kinds of perovskite films. Here the yields of O 2 − for all perovskite films were determined using a fluorescence dye 1,3‐diphenylisobenzofuran (DPBF) probe, as shown in Figure 5 e (see Experimental section) [51, 52] . In the current experiment, the fluorescence quenching of the DPBF probe was monitored at regular time intervals throughout 150 s with the perovskite films exposed to light and dry oxygen (Figure S17).…”

Dually‐Passivated Perovskite Solar Cells with Reduced Voltage Loss and Increased Super Oxide Resistance

“…As we have discussed before,the formation of superoxide (O 2 À )near the perovskite film is detrimental to the stability of the devices.T ou nveil the mechanism of enhanced stability after the passivation strategies,w ed etermined the yield of photo-induced O 2 À ,w hich is an indicator of the density of vacancies in perovskite films,for the four kinds of perovskite films.H ere the yields of O 2 À for all perovskite films were determined using af luorescence dye 1,3-diphenylisobenzofuran (DPBF) probe,asshown in Figure 5e (see Experimental section). [51,52] In the current experiment, the fluorescence quenching of the DPBF probe was monitored at regular time intervals throughout 150 sw ith the perovskite films exposed to light and dry oxygen ( Figure S17). Figure 5f shows the measured rate of increase of O 2 À species in these four perovskite films.W ef ound that the yield of O 2 À can be reduced in the C-FPD perovskite compared with the pristine perovskite film.…”

On the use of acridinium indicators for the chemiluminescent determination of the total antioxidant capacity of dietary supplements

“…Although reactive oxygen species (ROS) (i.e. superoxide anion, hydroxyl radical, singlet oxygen, hydrogen peroxide, hydroperoxide anion) are important signalling molecules playing a significant role in the processes of cell communication, in excess they contribute to the pathogenesis of many diseases, such as Alzheimer's disease, Parkinson's disease or amyotrophic lateral sclerosis . However, antioxidants – such as ascorbic acid, flavonoids, glutathione, α ‐tocopherol, β ‐carotene and others – play a crucial role in preventing the formation of free radicals and other potentially toxic oxidizing species.…”