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For example, in tissues and cells, the free radical oxidation of linoleic acid produces racemic mixtures of 13-hydroxy-9 Z ,11 E -octadecadienoic acid, 13-hydroxy-9 E ,11 E -octadecadienoic acid, 9-hydroxy-10 E ,12- E -octadecadienoic acid (9-EE-HODE), and 11-hydroxy-9 Z ,12- Z -octadecadienoic acid as well as 4-Hydroxynonenal while singlet oxygen attacks linoleic acid to produce (presumed but not yet proven to be racemic mixtures of) 13-hydroxy-9 Z ,11 E -octadecadienoic acid, 9-hydroxy-10 E ,12- Z -octadecadienoic acid, 10-hydroxy-8 E ,12 Z -octadecadienoic acid, and 12-hydroxy-9 Z -13- E -octadecadienoic (see 13-Hydroxyoctadecadienoic acid and 9-Hydroxyoctadecadienoic acid)

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ROS exert cytotoxic effects, mainly by promoting rapid peroxidation of membrane lipids (186)

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