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Free radicals from purine nucleosides after hydroxyl radical attack

Journal Article · · Radiat. Res., v. 65, no. 2, pp. 220-237
DOI:https://doi.org/10.2307/3574197· OSTI ID:4050887

Free radicals from imidazole, caffeine, guanosine, deoxyguanosine, inosine, adenosine, deoxyadenosine, and adenine, as well as $beta$-D-ribose and $beta$-D-deoxyribose, were generated by reaction with OH from H$sub 2$$O$$sub 2$-- Ti$sup 3+$ at pH 1.5-2 and studied by ESR, using a computerized, Q-band, fast- flow system. Purine base radicals, plus sugar radicals in nucleosides, were always observed. Prior deuteration of C8 made possible the assignment of the observed 10--15 gauss doublet splitting to the C8 proton in guanine derivatives, and to the C2 proton in adenine derivatives and inosine. Hueckel calculations (and INDO in a few cases) on possible radical species suggest that hydroxyl addition on nitrogens in the purine ring or on C5 may be responsible for the species which are observed. In imidazole, the radical species is a hydroxyl adduct. An anomalous effect of deuteration of CS on the spectrum obtained with caffeine is also reported. (auth)

Research Organization:
Brookhaven National Lab., Upton, NY
Sponsoring Organization:
USDOE
NSA Number:
NSA-33-028557
OSTI ID:
4050887
Journal Information:
Radiat. Res., v. 65, no. 2, pp. 220-237, Journal Name: Radiat. Res., v. 65, no. 2, pp. 220-237; ISSN RAREA
Country of Publication:
United States
Language:
English

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