Effect of metals on nucleoside hydroperoxide, a product of ionizing radiation in DNA

Free Radical Biology & Medicine
S Tofigh, K Frenkel

Abstract

Ionizing radiation causes formation of thymine hydroperoxides in DNA. Their decomposition generates more stable products and active oxygen species which may oxidize other DNA bases. We have determined the effects of free and chelated metal ions on the degradation of 5-hydroperoxymethyl-2'-deoxyuridine (HPMdU). Two products were formed as analyzed by HPLC: 5-hydroxymethyl-2'-deoxyuridine (HMdU) and 5-formyl-2'-deoxyuridine (FdU). Sn(II) and Fe(II) caused instantaneous HPMdU degradation; Sn(II) generated only HMdU, whereas Fe(II) formed about equal amounts of both. Sn(IV) and Fe(III) were inactive. Cu(I), Cu(II), and Co(II) caused a time-dependent formation of both products, with FdU predominating. In the presence of Cu(I), Cu(II), and Fe(II), formate inhibited formation of HMdU but enhanced that of FdU. EDTA abolished Cu(I)-induced decomposition of HPMdU but only decreased that which was mediated by Cu(II). In contrast, EDTA enhanced the activity of Fe(III) with a time-dependent formation of FdU. EDTA and diethylenetriaminepentaacetic acid (DTPA) caused an instantaneous Fe(II)-mediated decomposition of HPMdU to FdU. Only desferal partially inhibited the activity of Fe(II), whereas the activities of Cu(I), Cu(II), and Fe(III) wer...Continue Reading

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Citations

Jul 1, 1989·Biological Trace Element Research·K Frenkel, S Tofigh
Jul 22, 1996·Mutation Research·E J Privat, L C Sowers
Jan 1, 1992·Pharmacology & Therapeutics·K Frenkel
Jun 1, 1995·Free Radical Biology & Medicine·A P Breen, J A Murphy
Jan 5, 2002·Free Radical Biology & Medicine·Xi HuangKrystyna Frenkel
Feb 14, 2002·Free Radical Biology & Medicine·David Bar-Or, James V Winkler
Apr 2, 2011·The Journal of Physical Chemistry. B·Elahe AlizadehLéon Sanche
Jul 26, 2002·Nucleic Acids Research·Izumi MiyabeShuji Yonei
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May 12, 2009·Free Radical Biology & Medicine·Fernanda M PradoPaolo Di Mascio
Jan 1, 1995·Cancer Investigation·K S Kasprzak
Jul 1, 2014·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Elahe Alizadeh, Léon Sanche
Dec 1, 1995·International Journal of Radiation Biology·Q M ZhangS Yonei
Aug 1, 1996·International Journal of Radiation Biology·C SavoyeM Spotheim-Maurizot
Jan 27, 2010·Chemical Reviews·Marguerite Pitié, Geneviève Pratviel

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