Nonenzymatic displacement of chlorine and formation of free radicals upon the reaction of glutathione with PCB quinones.

@article{Song2009NonenzymaticDO,
  title={Nonenzymatic displacement of chlorine and formation of free radicals upon the reaction of glutathione with PCB quinones.},
  author={Yang Ho Song and Brett A Wagner and Jordan Richard Witmer and Hans-Joachim Lehmler and Garry R Buettner},
  journal={Proceedings of the National Academy of Sciences of the United States of America},
  year={2009},
  volume={106 24},
  pages={
          9725-30
        }
}
The reactions of glutathione (GSH) with polychlorinated biphenyl (PCB) quinones having different degrees of chlorination on the quinone ring were examined. EPR spectroscopy and MS revealed 2 types of reactions yielding different products: (i) a nonenzymatic, nucleophilic displacement of chlorine on the quinone ring yielding a glutathiylated conjugated quinone and (ii) Michael addition of GSH to the quinone, a 2-electron reduction, yielding a glutathiylated conjugated hydroquinone. The pK(a) of… CONTINUE READING

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