Formation of Superoxide Anion during Ferrous Ion-Induced Decomposition of Linoleic Acid Hydroperoxide under Aerobic Conditions

Yasuhiro Kambayashi, Shozo Tero-Kubota, Yorihiro Yamamoto, Masashi Kato, Minoru Nakano, Kunio Yagi, Keiki Ogino

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Abstract

We studied the mechanism of formation of oxygen radicals during ferrous ion-induced decomposition of linoleic acid hydroperoxide using the spin trapping and chemiluminescence methods. The formation of the superoxide anion (O2.-) was verified in the present study. The hydroxyl radical is also generated through Fenton type decomposition of hydrogen peroxide produced on disproportionation of O2.-. A carbon-centered radical was detected using 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO) as a spin trap. Alkoxyl radical formation is essential for the conversion of linoleic acid hydroperoxide into the peroxyl radical by ferrous ion. It is likely that the alkoxyl radical [R1CH(O.)R2] is converted into the hydroxylcarbon radical [R1C.(OH)R2] in water, and that this carbon radical reacts with oxygen to give the α-hydroxyperoxyl radical [R1R2C(OH)OO.], which decomposes into the carbocation [R1C+(OH)R 2] and O2.-.

Original languageEnglish
Pages (from-to)903-909
Number of pages7
JournalJournal of Biochemistry
Volume134
Issue number6
DOIs
Publication statusPublished - Dec 2003
Externally publishedYes

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Keywords

  • Ferrous ion-induced decomposition of linoleic acid hydroperoxide
  • Hydrogen peroxide
  • Hydroxyl radical
  • Linoleic acid alkoxyl radical
  • Superoxide anion

ASJC Scopus subject areas

  • Biochemistry

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