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

19F magnetic resonance probes for live-cell detection of peroxynitrite using an oxidative decarbonylation reaction
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DOI:
10.1039/c4cc04292a
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发表时间:
2014-10-21
影响因子:
4.9
通讯作者:
Lippert, Alexander R.
Lippert, Alexander R.
中科院分区:
化学2区
文献类型:
--
作者:
Bruemmer, Kevin J.;Merrikhihaghi, Sara;Lippert, Alexander R.

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我们报道了一个新发现的靛红的氧化脱羰反应,选择性介导的过氧亚硝酸根(ONOO-),以提供邻氨基苯甲酸衍生物。我们已经利用这种快速和选择性的转变,开发两种基于反应的探针,5-fluoroisatin和6-fluoroisatin,用于使用F-19磁共振光谱的ONOO的低背景读出。5-荧光靛红用于非侵入性检测用干扰素-γ(IFN-γ)刺激的活肺上皮细胞中的ONOO-形成。
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).