Nicotine‐modulated formation of spiroiminodihydantoin nucleoside via 8‐oxo‐7,8‐dihydro‐2′‐deoxyguanosine in 2′‐deoxyguanosine–hypochlorous acid reaction

FEBS Letters

Ohshima, Hiroshi¹  Suzuki, Toshinori¹ 

[1] Unit of Endogenous Cancer Risk Factors, International Agency for Research on Cancer, 150 Cours Albert Thomas, F 69372 Lyon Cedex 08, France

关键词: Spiroiminodihydantoin;    8-Oxo-7;    8-dihydro-2′-deoxyguanosine;    8-Chloro-2′-deoxyguanosine;    2′-Deoxyguanosine;    Hypochlorous acid;    8-Cl-dG;    8-chloro-2′-deoxyguanosine;    dG;    2′-deoxyguanosine;    dS;    spiroiminodihydantoin nucleoside;    8-oxo-dG;    8-oxo-7;    8-dihydro-2′-deoxyguanosine;   

DOI  :  10.1016/S0014-5793(02)02503-6

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Hypochlorous acid (HOCl) is generated by myeloperoxidase of activated neutrophils which kill invading microorganisms, but also cause DNA damage in inflamed tissues. We report here that spiroiminodihydantoin nucleoside (dS), a further oxidized product of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxo-dG), is formed, in addition to 8-chloro-2′-deoxyguanosine and 8-oxo-dG, by reaction of 2′-deoxyguanosine with HOCl. Presence of low concentrations of nicotine significantly enhanced the yields of these HOCl-modified nucleosides. Our results imply that nicotine may enhance genotoxicity and tissue damage caused by neutrophil activation. dS may also serve as a new biomarker for oxidative DNA damage induced by oxidants such as HOCl.

【 授权许可】

Unknown