19F magnetic resonance probes for live-cell detection of peroxynitrite using an oxidative decarbonylation reaction

被引:36
作者
Bruemmer, Kevin J. [1 ]
Merrikhihaghi, Sara [1 ]
Lollar, Christina T. [1 ]
Morris, Siti Nur Sarah [2 ]
Bauer, Johannes H. [2 ,3 ]
Lippert, Alexander R. [1 ,3 ]
机构
[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA
[2] So Methodist Univ, Dept Biol Sci, Dallas, TX 75275 USA
[3] So Methodist Univ, Ctr Drug Discovery Design & Delivery CD4, Dallas, TX 75275 USA
关键词
NITRIC-OXIDE; FLUORESCENT-PROBE; HYDROGEN-PEROXIDE; IN-VIVO; KINETICS; NMR; OXYGEN; CALCIUM; VITRO;
D O I
10.1039/c4cc04292a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 F-19 magnetic resonance spectroscopy. 5-fluoroisatin was used to non-invasively detect ONOO- formation in living lung epithelial cells stimulated with interferon-gamma (IFN-gamma).
引用
收藏
页码:12311 / 12314
页数:4
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