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

被引：17

作者：

Suzuki, T ^{[1
]}

Ohshima, H ^{[1
]}

机构：

[1] Int Agcy Res Canc, Unit Endogenous Canc Risk Factors, F-69372 Lyon 08, France

来源：

FEBS LETTERS | 2002年 / 516卷 / 1-3期

关键词：

spiroiminodihydantoin; 8-oxo-7,8-dihydro-2 '-deoxyguanosine; 8-chloro-2 '-deoxyguanosine; 2 '-deoxyguanosine; hypochlorous acid;

D O I：

10.1016/S0014-5793(02)02503-6

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

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'-deoxguanosine (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 nuelcosides. 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. (C) 2002 Published by Elsevier Science B.V. on behalf of the Federation of European Biochemical Societies.

引用

页码：67 / 70

页数：4

共 21 条

[1]

Agner K., 1941, Acta Chemica Scandanavia, A, V2, P1

[2] HYPOCHLORITE-MODIFIED ADENINE-NUCLEOTIDES - STRUCTURE, SPIN-TRAPPING, AND FORMATION BY ACTIVATED GUINEA-PIG POLYMORPHONUCLEAR LEUKOCYTES [J].

BERNOFSKY, C ;

BANDARA, BMR ;

HINOJOSA, O ;

STRAUSS, SL .

FREE RADICAL RESEARCH COMMUNICATIONS, 1990, 9 (3-6) :303-315

[3] ASSESSMENT OF CHLORINATION BY HUMAN-NEUTROPHILS [J].

FOOTE, CS ;

GOYNE, TE ;

LEHRER, RI .

NATURE, 1983, 301 (5902) :715-716

[4] POTENTIAL COCARCINOGENICITY OF SODIUM HYPOCHLORITE [J].

HAYATSU, H ;

HOSHINO, H ;

KAWAZOE, Y .

NATURE, 1971, 233 (5320) :495-&

[5]

HAYATSU H, 1971, CHEM PHARM BULL, V19, P2189

[6]

Hazen SL, 1999, METHOD ENZYMOL, V300, P88

[7]

Helbock HJ, 1999, METHOD ENZYMOL, V300, P156

[8] CHLORINATION STUDIES .4. REACTION OF AQUEOUS HYPOCHLOROUS ACID WITH PYRIMIDINE AND PURINE BASES [J].

HOYANO, Y ;

BACON, V ;

SUMMONS, RE ;

PEREIRA, WE ;

HALPERN, B ;

DUFFIELD, AM .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1973, 53 (04) :1195-1199

[9] Myeloperoxidase: A key regulator of neutrophil oxidant production [J].

Kettle, AJ ;

Winterbourn, CC .

REDOX REPORT, 1997, 3 (01) :3-15

[10] Removal of hydantoin products of 8-oxoguanine oxidation by the Escherichia coli DNA repair enzyme, FPG [J].

Leipold, MD ;

Muller, JG ;

Burrows, CJ ;

David, SS .

BIOCHEMISTRY, 2000, 39 (48) :14984-14992

← 1 2 3 →