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Chemical Compound Review:

AC1O5OIL (9Z,11E)-13- hydroperoxyoctadeca-9,11...

Synonyms: 13-Hpod, 23017-93-8

Vaz, A.D. et al., Houston, M. et al., König, B. et al., Rouzer, C.A. et al., Iwahashi, H. et al.

König, Eder, Iwahashi, Kumamoto, Hirai,

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High impact information on 13-Hpod

Because 13-hydroperoxy-9,11-octadecadienoic acid yields pentane under these conditions, we propose that the known formation of alkanes and aldehydes in membrane lipid peroxidation involves reductive cleavage by P-450 to give the products predicted by the above equation [1].
In this investigation, arterial smooth muscle cells were treated with 13-hydroperoxy-9,11-octadecadienoic acid (HPODE) and 13-hydroperoxy-10,12-octadecadienoic acid, oxidized products of linoleic acid, which is the major oxidizable fatty acid in LDL [2].
L-656,224 also stimulated the pseudoperoxidase activity of 5-lipoxygenase as measured by the consumption of 13-hydroperoxy-9,11-octadecadienoic acid (13-HPOD), indicating that this compound can reduce the enzyme [3].
The formation of the 7-carboxyheptyl radical from 13-hydroperoxy-9,11-octadecadienoic acid catalyzed by hemoglobin and myoglobin under anaerobic conditions [4].

Associations of 13-Hpod with other chemical compounds

This study was conducted to check whether the primary lipid peroxidation product of linoleic acid, 13-hydroperoxy-9,11-octadecadienoic acid (13-HPODE), might be involved in the PPARalpha-activating effect of oxidized fats [5].

References

Hydrocarbon formation in the reductive cleavage of hydroperoxides by cytochrome P-450. Vaz, A.D., Coon, M.J. Proc. Natl. Acad. Sci. U.S.A. (1987) [Pubmed]
Oxidized linoleic acid regulates expression and shedding of syndecan-4. Houston, M., Julien, M.A., Parthasarathy, S., Chaikof, E.L. Am. J. Physiol., Cell Physiol. (2005) [Pubmed]
Inhibition of human leukocyte 5-lipoxygenase by a 4-hydroxybenzofuran, L-656,224. Evidence for enzyme reduction and inhibitor degradation. Rouzer, C.A., Riendeau, D., Falgueyret, J.P., Lau, C.K., Gresser, M.J. Biochem. Pharmacol. (1991) [Pubmed]
The formation of the 7-carboxyheptyl radical from 13-hydroperoxy-9,11-octadecadienoic acid catalyzed by hemoglobin and myoglobin under anaerobic conditions. Iwahashi, H., Kumamoto, K., Hirai, T. J. Biochem. (2003) [Pubmed]
Differential action of 13-HPODE on PPARalpha downstream genes in rat Fao and human HepG2 hepatoma cell lines. König, B., Eder, K. J. Nutr. Biochem. (2006) [Pubmed]

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