Intramolecular hydrogen transfer reactions of thiyl radicals from glutathione: formation of carbon-centered radical at Glu, Cys and Gly

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Issue Date
2012-09-17Author
Mozziconacci, Olivier
Williams, Todd D.
Schöneich, Christian
Publisher
ACS
Type
Article
Article Version
Scholarly/refereed, author accepted manuscript
Rights
© 2012 American Chemical Society
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Show full item recordAbstract
Glutathione thiyl radicals (GS•) were generated in H2O and D2O by either exposure of GSH to AAPH#, photoirradiation of GSH in the presence of acetone, or photoirradiation of GSSG. Detailed interpretation of the fragmentation pathways of deuterated GSH and GSH-derivatives during mass spectrometry analysis allowed us to demonstrate that reversible intramolecular H-atom transfer reactions between GS• and C-H bonds at Cys[αC], Cys[βC], and Gly[αC] are possible.
Description
This document is the Accepted Manuscript version of a Published Work that appeared in final form in
Chemical Research in Toxicology, copyright © American Chemical Society after peer review and technical editing by the publisher.
To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/tx3000494
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Citation
Mozziconacci, O., Williams, T. D., & Schöneich, C. (2012). Intramolecular hydrogen transfer reactions of thiyl radicals from glutathione: formation of carbon-centered radical at Glu, Cys and Gly. Chemical Research in Toxicology, 25(9), 1842–1861. http://doi.org/10.1021/tx3000494
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