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Radiat Res ; 163(1): 85-9, 2005 Jan.
Article in English | MEDLINE | ID: mdl-15606311

ABSTRACT

Release of 5-methylene-2-furanone (5-MF), a characteristic marker of DNA deoxyribose oxidative damage at the C1' position, was observed in significant quantities from X-irradiated DNA. This observation, which held for DNA irradiated either in aqueous solution or as a film, requires postirradiation treatment at 90 degrees C in the presence of polyamines and divalent metal cations at biological pH. The 5-MF product was quantified by using reverse-phase HPLC. The radiation chemical yield of 5-MF comprised more than 30% of the yield of total unaltered base release. Polylysine, spermine and Be(II) showed the strongest catalytic effect on 5-MF release, while Zn(II), Cu(II), Ni(II), putrescine and Mg(II) were substantially less efficient. We have hypothesized that the 5-MF release from irradiated DNA occurs through catalytic decomposition of the 2'-deoxyribonolactone (dL) precursor through two consecutive beta- and delta-phosphate elimination reactions. A stepwise character of the process was indicated by the S-shaped time course of 5-MF accumulation. If dL proves to be the precursor to 5-MF formation, it would then follow that dL is a very important lesion generated in DNA by ionizing radiation.


Subject(s)
DNA Damage/radiation effects , DNA/chemistry , DNA/radiation effects , Furans/chemical synthesis , Metals/chemistry , Polyamines/chemistry , Catalysis , Cations, Divalent/chemistry , Cations, Divalent/radiation effects , Dose-Response Relationship, Radiation , Metals/radiation effects , Polyamines/radiation effects , Polyelectrolytes , Radiation Dosage , Solutions , Temperature , Water/chemistry , X-Rays
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