A 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 NH(2) 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.
Chatgilialoglu
Chryssostomos
C
ISOF, Consiglio Nazionale delle Ricerche, Via P. Gobetti 101, 40129 Bologna, Italy. chrys@isof.cnr.it
D'Angelantonio
Mila
M
Guerra
Maurizio
M
Kaloudis
Panagiotis
P
Mulazzani
Quinto G
QG
D003849:Deoxyguanosine / Q000737:chemistry; D006147:Guanine / Q000737:chemistry*; D017665:Hydroxyl Radical / Q000737:chemistry*
D017665:Hydroxyl Radical; D006147:Guanine; D003849:Deoxyguanosine