Oxidative metabolism of linoleic acid by human leukocytes.
Upon incubation with human leukocytes, [1-14C] linoleic acid is almost exclusively transformed into 13-hydroxy-9Z, 11E-octadecadienoic acid (13-HODE) if the linoleic acid concentration is lower than 50 microM. Identification of 13-HODE was done by GLC-MS at the level of its methyl ester, trimethylsilyl ether and by comparison with authentic 13-HODE in two different HPLC systems. Analysis of the products by chiral phase HPLC shows that 13(S)-hydroxy-9Z, 11E-octadecadienoic acid is by far the major metabolite formed by human leukocytes. Comparison of reactions performed with intact or lyzed cells suggests that the formation of 13(S)-HODE by human leukocytes occurs in two steps, a dioxygenation catalyzed by a 15-lipoxygenase and a reduction of intermediate 13-HPODE by a glutathione-dependent peroxidase.
Reinaud
O
O
Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques UA 400 CNRS-INSERM, Université René Descartes, Paris, France.
Delaforge
M
M
Boucher
J L
JL
Rocchiccioli
F
F
Mansuy
D
D
D002851:Chromatography, High Pressure Liquid; D006801:Humans; D066298:In Vitro Techniques; D007700:Kinetics; D007962:Leukocytes / Q000201:enzymology / Q000378:metabolism*; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000096:biosynthesis* / Q000378:metabolism*; D010084:Oxidation-Reduction
D008041:Linoleic Acids; C024348:13-hydroxy-9,11-octadecadienoic acid; D019787:Linoleic Acid