We thank all of the referees for their insightful suggestions and comments. We thank Professor Steven Rokita at the Johns Hopkins University for helpful discussions on the TpT radical reduction. We thank the National Institutes of Health (R00ES017177) as well as the IUPUI startup fund for financial support. The NMR and MS facilities are supported by the National Science Foundation MRI grants CHE-0619254 and DBI-0821661.
Oxidation and Reduction of the 5-(2′-Deoxyuridinyl)methyl Radical†
Article first published online: 15 APR 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 21, pages 5594–5598, May 17, 2013
How to Cite
Lin, G. and Li, L. (2013), Oxidation and Reduction of the 5-(2′-Deoxyuridinyl)methyl Radical . Angew. Chem. Int. Ed., 52: 5594–5598. doi: 10.1002/anie.201209454
- Issue published online: 10 MAY 2013
- Article first published online: 15 APR 2013
- Manuscript Revised: 25 FEB 2013
- Manuscript Received: 27 NOV 2012
- National Institutes of Health. Grant Number: R00ES017177
- National Science Foundation. Grant Numbers: CHE-0619254, DBI-0821661
- reaction mechanisms;
Sleeping beauty: The 5-(2′-Deoxyuridinyl)methyl radical 1 is a key intermediate in the thymine oxidative reaction mediated by reactive oxygen species. Evidence is presented that 1 is prone to both oxidation and reduction reactions at the absence of O2. These results question the current paradigm and suggest that the redox chemistry of 1, which has been largely overlooked in the past, may play a major role in determining the fate of 1.