Nitrophenylboronic Acids as Highly Chemoselective Probes To Detect Hydrogen Peroxide in Foods and Agricultural Products

Abstract

Hydrogen peroxide is commonly used in the food processing industry as a chlorine-free bleaching and sterilizing agent, but excessive amounts of residual hydrogen peroxide have led to cases of food poisoning. Here we describe the development of a novel nonenzymatic colorimetric method for the determination of residual hydrogen peroxide in foods and agricultural products. Nitrophenylboronic acids chemoselectively react with hydrogen peroxide under alkaline conditions to produce yellow nitrophenolates. Of the three nitrophenylboronic acid isomers tested, the p-isomer displayed the highest sensitivity for hydrogen peroxide and the fastest reaction kinetics. The reaction product, p-nitrophenolate, has an absorption maximum at 405 nm and a good linear correlation between the hydrogen peroxide concentration and the A(405) values was obtained. We successfully applied this convenient and rapid method for hydrogen peroxide determination to samples of dried bean curds and disposable chopsticks, thereby demonstrating its potential in foods and agricultural industries.

Exponential Molecular Amplification by H2O2‐Mediated Autocatalytic Deprotection of Boronic Ester Probes to Redox Cyclers

“…This value is typically within the range of kinetic rate constants previously published for H2O2-mediated deprotection of arylboronic esters at neutral or slightly basic pHs (i.e., rate constants ranging from 0.07 to 4 M -1 s -1 ). [56][57][58][59][60] Scheme 2. Full autocatalytic reaction scheme involving probe 1 (the undesired nonspecific self-deprotection of 1 is also includeddashed arrow).…”

Hydrogen peroxide sensing and cytotoxicity activity of Acacia lignin stabilized silver nanoparticles

“…AGNPs has been successfully applied for the detection of some chemicals and biomolecules such as glucose, folic acid, H 2 O 2 and nitroaromatic compounds [29][30][31]. Acacia lignins are effective antioxidant, for instance, they are used as a reducing and stabilizing agent for the preparation of colloidal silver nanoparticles.…”

Applicability of Hydrogen Peroxide in Brown Tide Control – Culture and Microcosm Studies

“…The nominal H 2 O 2 addition was 0, 0.8, 1.6, 3.2 and 6.4 mg L −1 for A. anophagefferens , and 0, 1.6 and 6.4 mg L −1 for other algal species. The nominal concentrations of hydrogen peroxide were confirmed with 10–15% accuracy using spectrophotometric method of Lu et al [37], where H 2 O 2 reacted with p-nitrophenylboronic acid stoichiometrically at pH 9 producing p-nitrophenol of 19400 cm −1 M −1 absorptivity. Cultures without H 2 O 2 addition were used as controls.…”