On the mechanism of reactions of oncogenic n-acyloxypurines-III. Extent of radical participation1 1 This investigation was supported in part by Grants Number CA-08748 and CA-23622, awarded by the National Cancer Institute, DHEW. Ref. 20 is now designated as II in the series and Ref. 16 is designated as I.

Article abstract of DOI:10.1016/S0040-4020(01)93681-6

UV irradiation of a model "activated ester" of the oncogen 3-hydroxyxanthine induced homolytic cleavage of the N-O bond and gave products arising by reduction of as well as by recombination of the solvent caged amidyl radical intermediate. Identification of the latter product constitutes the first evidence that a distinct product associated specifically with a radical from an acyloxypurine can be formed. The absence of this product among those formed spontaneously from 3-acetoxyxanthine provides the first indication that an amidyl radical is not an intermediate in the spontaneous reactions of N-acyloxy purines.