PMID: 63Nov 21, 1975

Enzymic reactions of fatty acid hydroperoxides in extracts of potato tuber. II. Conversion of 9- and 13-hydroperoxy-octadecadienoic acids to monohydroxydienoic acid, epoxyhydroxy- and trihydroxymonoenoic acid derivatives

Biochimica Et Biophysica Acta
T GalliardJ A Matthew

Abstract

1. Crude extracts and partially purified enzyme preparations from potato tubers catalyse, at pH 5-7, the conversion of linoleic acid hydroperoxides to a range of oxygenated fatty acid derivatives. 2. 9-D- and 13-L-hydroperoxide isomers are converted at similar rates to equivalent (isomeric) products. 3. The major products from the 13-hydroperoxide isomer were identified as the corresponding monohydroxydienoic acid derivative, threo-11-hydroxy-trans12,13-epoxy-octadec-cis9-enoic acid and 9,12,13-trihydroxy-octadec-trans10-enoic acid. The corresponding products from the 9-hydroperoxide were the monohydroxydienoic acid, 9,10-epoxy-11-hydroxy-octadec-12-enoic acid and 9,10,13-trihydroxy-octadec-11-enoic acid. 4. No separation of activities forming the different products was achieved by partial purification of enzyme extracts. 5. Product formation was unaffected by EDTA, CN-, sulphydryl reagents or glutathione but was reduced by boiling the extracts. 6. This system is compared with the 9-hydroperoxide-specific enzymic formation of divinyl ether derivatives by potato extracts.

Citations

Jul 29, 1977·Zeitschrift Für Lebensmittel-Untersuchung Und -Forschung·C BaurH Jugel
Oct 1, 1984·Lipids·G S WuR N McElhaney
Sep 15, 2010·Free Radical Research·F GuéraudK Uchida
Jul 1, 1977·Somatic Cell Genetics·T D Stamato, C A Waldren

Related Concepts

Fatty Acids, Unsaturated
Hydrogen-Ion Concentration
Linoleic Acids
In Vivo NMR Spectroscopy
Ovoperoxidase
Structure-Activity Relationship

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