Nucleobases, Nucleosides and Nucleotides - Free-Radical-Induced DNA Damage and Its Repair - page 280

10.8.3
Oxidation at C (2 ′ )

The C (2 ′ ) radical has been generated with some selectivity by reacting 2 ′ BrdUrd

with e aq − [reaction (263)-(264); Hissung et al. 1981b].

In the presence of O 2 , it is converted into the corresponding peroxyl radical [re-
action (266)]. The bimolecular decay of this peroxyl radical with the other per-
oxyl radicals present is this system leads to erythrose [reaction (267)] in 15%
yield, i.e., the

-fragmentation reaction of a short-lived oxyl radical intermedi-
ate is of minor importance.

β