Mozziconacci, OlivierWilliams, Todd D.Schöneich, Christian2017-05-082017-05-082012-09-17Mozziconacci, 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/tx3000494https://hdl.handle.net/1808/24001This 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/tx3000494Glutathione 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.© 2012 American Chemical SocietyGlutathioneThiyl radicalsC-centered radicalHydrogen transferMass spectrometryArticle10.1021/tx3000494PMC3736831openAccess