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 language | English |
|---|---|
| Pages (from-to) | 903-909 |
| Number of pages | 7 |
| Journal | Journal of Biochemistry |
| Volume | 134 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - Dec 2003 |
| Externally published | Yes |
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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
Cite this
Formation of Superoxide Anion during Ferrous Ion-Induced Decomposition of Linoleic Acid Hydroperoxide under Aerobic Conditions. / Kambayashi, Yasuhiro; Tero-Kubota, Shozo; Yamamoto, Yorihiro; Kato, Masashi; Nakano, Minoru; Yagi, Kunio; Ogino, Keiki.
In: Journal of Biochemistry, Vol. 134, No. 6, 12.2003, p. 903-909.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Formation of Superoxide Anion during Ferrous Ion-Induced Decomposition of Linoleic Acid Hydroperoxide under Aerobic Conditions
AU - Kambayashi, Yasuhiro
AU - Tero-Kubota, Shozo
AU - Yamamoto, Yorihiro
AU - Kato, Masashi
AU - Nakano, Minoru
AU - Yagi, Kunio
AU - Ogino, Keiki
PY - 2003/12
Y1 - 2003/12
N2 - 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.-.
AB - 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.-.
KW - Ferrous ion-induced decomposition of linoleic acid hydroperoxide
KW - Hydrogen peroxide
KW - Hydroxyl radical
KW - Linoleic acid alkoxyl radical
KW - Superoxide anion
UR - http://www.scopus.com/inward/record.url?scp=1342283141&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=1342283141&partnerID=8YFLogxK
U2 - 10.1093/jb/mvg217
DO - 10.1093/jb/mvg217
M3 - Article
C2 - 14769880
AN - SCOPUS:1342283141
VL - 134
SP - 903
EP - 909
JO - Journal of Biochemistry
JF - Journal of Biochemistry
SN - 0021-924X
IS - 6
ER -