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).

A chemiluminescent platform for smartphone monitoring of H 2 O 2 in human exhaled breath condensates

“…A picture was acquired 2–3 seconds after addition of the analyte using VSCO (VSCO, New York, NY). ONOO − was synthesized using an adaptation of a literature procedure [47,48]. 0.24 mL of H 2 O 2 (35% wt.…”

Discovery of a 19F MRI sensitive salinomycin derivative with high cytotoxicity towards cancer cells

“…In recent years, 19 F MRI has been widely used in tracking targets of interest 10 and monitoring biological reactions. 11 Compared to other imaging technologies, 19 F MRI is able to provide high-contrast in vivo images without an endogenous background and ionizing radiation. Trizol 5w gives a strong singlet 19 F NMR peak at −70.50 ppm from its nine symmetrical fluorines.…”

Design, synthesis and evaluation of novel 19F magnetic resonance sensitive protein tyrosine phosphatase inhibitors

“…In recent years, 19 F MRI/NMR has been widely used in tracking targets of interest 5 and monitoring biological reactions. 6 Therefore, the discovery of fluorinated small-molecule PTP inhibitors with high 19 F MR sensitivity may provide easy access to PTPs-targeted drugs and detailed understanding of PTPs’ biological and pathological mechanisms.…”