Reevaluation of the Ambident Reactivity of the Guanine Moiety Towards Hydroxyl Radicals

Reevaluation of the Ambident Reactivity of the Guanine Moiety Towards Hydroxyl Radicals

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 ta...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (12), p.2214-2217
Hauptverfasser: Chatgilialoglu, Chryssostomos, D'Angelantonio, Mila, Guerra, Maurizio, Kaloudis, Panagiotis, Mulazzani, Quinto G
Format: Artikel
Sprache:eng
Schlagworte:
Deoxyguanosine - chemistry
guanine
Guanine - chemistry
Hydroxyl Radical - chemistry
nucleosides
pulse radiolysis
radicals
tautomerism
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200805372