{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Sikora A"],"funding":["NHLBI NIH HHS","Medical Research Council"],"pagination":["856-67"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC3700382"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["26(6)"],"pubmed_abstract":["Aromatic boronic acids react rapidly with peroxynitrite (ONOO(-)) to yield phenols as major products. This reaction was used to monitor ONOO(-) formation in cellular systems. Previously, we proposed that the reaction between ONOO(-) and arylboronates (PhB(OH)2) yields a phenolic product (major pathway) and a radical pair PhB(OH)2O(•-)···(•)NO2 (minor pathway). [Sikora, A. et al. (2011) Chem. Res. Toxicol. 24, 687-697]. In this study, we investigated the influence of a bulky triphenylphosphonium (TPP) group on the reaction between ONOO(-) and mitochondria-targeted arylboronate isomers (o-, m-, and p-MitoPhB(OH)2). Results from the electron paramagnetic resonance (EPR) spin-trapping experiments unequivocally showed the presence of a phenyl radical intermediate from meta and para isomers, and"],"journal":["Chemical research in toxicology"],"pubmed_title":["Reaction between peroxynitrite and triphenylphosphonium-substituted arylboronic acid isomers: identification of diagnostic marker products and biological implications."],"pmcid":["PMC3700382"],"funding_grant_id":["R01 HL063119","MC_U105663142"],"pubmed_authors":["Zielonka J","Debski D","Joseph J","Murphy MP","Michalowski B","Hartley RC","Sikora A","Dybala-Defratyka A","Kalyanaraman B","Adamus J"],"additional_accession":[]},"is_claimable":false,"name":"Reaction between peroxynitrite and triphenylphosphonium-substituted arylboronic acid isomers: identification of diagnostic marker products and biological implications.","description":"Aromatic boronic acids react rapidly with peroxynitrite (ONOO(-)) to yield phenols as major products. This reaction was used to monitor ONOO(-) formation in cellular systems. Previously, we proposed that the reaction between ONOO(-) and arylboronates (PhB(OH)2) yields a phenolic product (major pathway) and a radical pair PhB(OH)2O(•-)···(•)NO2 (minor pathway). [Sikora, A. et al. (2011) Chem. Res. Toxicol. 24, 687-697]. In this study, we investigated the influence of a bulky triphenylphosphonium (TPP) group on the reaction between ONOO(-) and mitochondria-targeted arylboronate isomers (o-, m-, and p-MitoPhB(OH)2). Results from the electron paramagnetic resonance (EPR) spin-trapping experiments unequivocally showed the presence of a phenyl radical intermediate from meta and para isomers, and","dates":{"release":"2013-01-01T00:00:00Z","publication":"2013 Jun","modification":"2025-04-26T10:32:06.826Z","creation":"2019-03-27T01:12:27Z"},"accession":"S-EPMC3700382","cross_references":{"pubmed":["23611338"],"doi":["10.1021/tx300499c"]}}