Induction of 1,N 2‐etheno‐2′‐deoxyguanosine in DNA exposed to β‐carotene oxidation products

FEBS Letters

Di Mascio, Paolo¹  Marques, Sabrina A¹  Medeiros, Marisa H.G¹  Gomes, Osmar F¹  Garcia, Camila C.M¹  Loureiro, Ana Paula M¹ 

[1]Departamento de Bioquı́mica, Instituto de Quı́mica, Universidade de São Paulo, CP 26.077, CEP 05599-970 São Paulo, Brazil

关键词: β-Carotene;    β-Apo-8′-carotenal;    1;    N 2-Etheno-2′-deoxyguanosine;    Etheno adduct;    8-Oxo-7;    8-dihydro-2′-deoxyguanosine;    DNA damage;    Retinal;    βC;    β-carotene;    1;    N 2-ϵdGuo;    1;    N 2-etheno-2′-deoxyguanosine;    dGuo;    2′-deoxyguanosine;    ϵdAdo;    1;    N 6-etheno-2′-deoxyadenosine;    N 2;    3-ϵdGuo;    N 2;    3-etheno-2′-deoxyguanosine;    N 2;    3-ϵGua;    N 2;    3-etheno-guanine;    1;    N 2-ϵGua;    1;    N 2-etheno-guanine;    8-oxodGuo;    8-oxo-7;    8-dihydro-2′-deoxyguanosine;    HPLC;    high performance liquid chromatography;    ESI/MS;    electrospray ionization mass spectrometry;    LC/ESI/MS-MS;    liquid chromatography/electrospray ionization tandem mass spectrometry;    MRM;    multiple reaction monitoring;   

DOI  :  10.1016/S0014-5793(04)00084-5

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Epidemiological studies testing the effect of β-carotene in humans have found a relative risk for lung cancer in smokers supplemented with β-carotene. We investigated the reactions of retinal and β-apo-8′-carotenal, two β-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 β-carotene or β-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 β-carotene oxidation products.

【 授权许可】

Unknown