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Journal of Biochemistry 2006 139(4):671-676; doi:10.1093/jb/mvj082
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© 2006 The Japanese Biochemical Society.

Regular Paper

Enhancement by Cigarette Smoke Extract of the Radical Formation in a Reaction Mixture of 13-Hydroperoxide Octadecadienoic Acid and Ferric Ions

Sae Iimura and Hideo Iwahashi*

Department of Chemistry, Wakayama Medical University, 811-1 Kimiidera, Wakayama 641-8509

* To whom correspondence should be addressed. Phone: +81-73-441-0772, Fax: +81-73-441-0772, E-mail: chem1{at}wakayama-med.ac.jp

The effects of cigarette smoke extract on radical formation were examined in reaction mixtures containing 13-hydroperoxide octadecadienoic acid (13-HPODE), FeCl3, cigarette smoke extract, ethylenediaminetetraacetic acid (EDTA), {alpha}-(4-pyridyl-1-oxide)-N-tert-butylnitrone (4-POBN), and phosphate buffer (pH 7.4). Cigarette smoke extract enhanced the formation of both 7-carboxyheptyl and pentyl radicals in the reaction. Ferric ions were reduced in the reaction mixture, suggesting that cigarette smoke extract enhances the formation of 7-carboxyheptyl and pentyl radicals by reducing ferric irons. Although there is a large body of evidence supporting the involvement of radicals such as the semiquinone radical, hydroxyl radical, superoxide radical, nitric oxide radicals in smoking-related diseases, the enhancement by cigarette smoke of lipid-derived radical formation, which we first report here, may be one of the other causes of smoking-related diseases.


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