Use of a phosphorylated spin trap to discriminate between the hydroxyl radical and other oxidising species

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Jean-Louis Clément, Bruce C. Gilbert, Win F. Ho, Natalie D. Jackson, Maurice S. Newton, Stephen Silvester, Graham S. Timmins, Paul Tordo and Adrian C. Whitwood


Abstract

The spin-trap 5-diethoxyphosphoryl-5-methyl-1-pyrroline N-oxide (DEPMPO) is shown to provide a simple method to distinguish free-radical reactions which lead to the production of ˙OH from those which proceed via one-electron transfer followed by hydration or nucleophilic substitution of another adduct. In the first case, only an ˙OH adduct is detected; in the latter, signals from the hydroxyl adduct (labelled with 17O when H217O is employed) are accompanied by a second signal believed to result via internal trapping of a radical formed from an intermediate radical cation. This provides a potentially useful mechanistic probe, for example for use in biochemical systems.


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