title: ¹⁹F magnetic resonance probes for live-cell detection of peroxynitrite using an oxidative decarbonylation reaction.
abstract: We report a newly discovered oxidative decarbonylation reaction of isatins that is selectively mediated by peroxynitrite (ONOO(-)) to provide anthranilic acid derivatives. We have harnessed this rapid and selective transformation to develop two reaction-based probes, 5-fluoroisatin and 6-fluoroisatin, for the low-background readout of ONOO(-) using (19)F magnetic resonance spectroscopy. 5-fluoroisatin was used to non-invasively detect ONOO(-) formation in living lung epithelial cells stimulated with interferon-γ (IFN-γ).
authors.affiliation: Department of Chemistry, Southern Methodist University, Dallas, TX 75275-0314, USA. alippert@smu.edu.
authors.forename: Kevin J
authors.initials: KJ
authors.lastname: Bruemmer
authors.forename: Sara
authors.initials: S
authors.lastname: Merrikhihaghi
authors.forename: Christina T
authors.initials: CT
authors.lastname: Lollar
authors.forename: Siti Nur Sarah
authors.initials: SN
authors.lastname: Morris
authors.forename: Johannes H
authors.initials: JH
authors.lastname: Bauer
authors.forename: Alexander R
authors.initials: AR
authors.lastname: Lippert
mesh_terms: D045744:Cell Line, Tumor; D004847:Epithelial Cells / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007371:Interferon-gamma / Q000494:pharmacology; D007510:Isatin / Q000737:chemistry / Q000494:pharmacology*; D008168:Lung / Q000166:cytology; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D030421:Peroxynitrous Acid / Q000737:chemistry / Q000378:metabolism*
chemical_list: D005456:Fluorescent Dyes; D030421:Peroxynitrous Acid; D007371:Interferon-gamma; D007510:Isatin