This research was supported in part by the European Community's Marie Curie Research Training Network under contract MRTN-CT-2003-505086 (CLUSTOXDNA). The support and sponsorship concerned by COST Action CM0603 on “Free Radicals in Chemical Biology (CHEMBIORADICAL)” are kindly acknowledged. We thank M. Lavalle, A. Monti, and A. Martelli for assistance with the pulse radiolysis experiments.
A Reevaluation of the Ambident Reactivity of the Guanine Moiety Towards Hydroxyl Radicals†
Article first published online: 18 FEB 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 12, pages 2214–2217, March 9, 2009
How to Cite
Chatgilialoglu, C., D'Angelantonio, M., Guerra, M., Kaloudis, P. and Mulazzani, Quinto G. (2009), A Reevaluation of the Ambident Reactivity of the Guanine Moiety Towards Hydroxyl Radicals. Angew. Chem. Int. Ed., 48: 2214–2217. doi: 10.1002/anie.200805372
- Issue published online: 3 MAR 2009
- Article first published online: 18 FEB 2009
- Manuscript Received: 3 NOV 2008
- European Community's. Grant Number: MRTN-CT-2003-505086
- COST Action
- pulse radiolysis;
Radically different: Contrary to previous proposals, the main reaction of the HO. radical with guanosine or 2′-deoxyguanosine is the hydrogen abstraction from the NH2 moiety to give a guanyl radical. This radical, characterized by a broad band in the visible region (around 610 nm), undergoes tautomerization to the most stable isomer.