Literature DB >> 14988010

Induction of 1,N(2)-etheno-2'-deoxyguanosine in DNA exposed to beta-carotene oxidation products.

Sabrina A Marques1, Ana Paula M Loureiro, Osmar F Gomes, Camila C M Garcia, Paolo Di Mascio, Marisa H G Medeiros.   

Abstract

Epidemiological studies testing the effect of beta-carotene in humans have found a relative risk for lung cancer in smokers supplemented with beta-carotene. We investigated the reactions of retinal and beta-apo-8'-carotenal, two beta-carotene oxidation products, with 2'-deoxyguanosine to evaluate their DNA damaging potential. A known mutagenic adduct, 1,N(2)-etheno-2'-deoxyguanosine, was isolated and characterized on the basis of its spectroscopic features. After treatment of calf thymus DNA with beta-carotene or beta-carotene oxidation products, significantly increased levels of 1,N(2)-etheno-2'-deoxyguanosine and 8-oxo-7,8-dihydro-2'-deoxyguanosine were quantified in DNA. These lesions are believed to be important in the development of human cancers. The results reported here may contribute toward an understanding of the biological effects of beta-carotene oxidation products.

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Year:  2004        PMID: 14988010     DOI: 10.1016/S0014-5793(04)00084-5

Source DB:  PubMed          Journal:  FEBS Lett        ISSN: 0014-5793            Impact factor:   4.124


  5 in total

1.  Site specific synthesis and polymerase bypass of oligonucleotides containing a 6-hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one base, an intermediate in the formation of 1,N2-etheno-2'-deoxyguanosine.

Authors:  Angela K Goodenough; Ivan D Kozekov; Hong Zang; Jeong-Yun Choi; F Peter Guengerich; Thomas M Harris; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2005-11       Impact factor: 3.739

2.  Structure of the 1,N(2)-etheno-2'-deoxyguanosine lesion in the 3'-G(epsilon dG)T-5' sequence opposite a one-base deletion.

Authors:  Ganesh Shanmugam; Ivan D Kozekov; F Peter Guengerich; Carmelo J Rizzo; Michael P Stone
Journal:  Biochemistry       Date:  2010-03-30       Impact factor: 3.162

3.  Genotoxic effects of carotenoid breakdown products in human retinal pigment epithelial cells.

Authors:  Nilesh M Kalariya; Kota V Ramana; Satish K Srivastava; Frederik J G M van Kuijk
Journal:  Curr Eye Res       Date:  2009-09       Impact factor: 2.424

4.  Structure of the 1,N2-ethenodeoxyguanosine adduct opposite cytosine in duplex DNA: Hoogsteen base pairing at pH 5.2.

Authors:  Ganesh Shanmugam; Ivan D Kozekov; F Peter Guengerich; Carmelo J Rizzo; Michael P Stone
Journal:  Chem Res Toxicol       Date:  2008-08-12       Impact factor: 3.739

5.  1,N2-Etheno-2'-deoxyguanosine adopts the syn conformation about the glycosyl bond when mismatched with deoxyadenosine.

Authors:  Ganesh Shanmugam; Ivan D Kozekov; F Peter Guengerich; Carmelo J Rizzo; Michael P Stone
Journal:  Chem Res Toxicol       Date:  2011-06-16       Impact factor: 3.739

  5 in total

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