Prostaglandin E2-like activity of 20:3n-9 platelet lipoxygenase end-product.
5,8,11-Icosatrienoic acid (20:3n-9), a fatty acid associated with platelet hyperactivity, was oxygenated by platelet lipoxygenase. The end-product of this pathway was purified by high-performance liquid chromatography (HPLC) and characterized as 12-hydroxy-5,8,10-icosatrienoic acid [12-OH-20:3(5,8,10)] by capillary gas-liquid mass spectrometry. When tested upon platelet aggregation, 12-OH-20:3(5,8,10) exhibited a biphasic effect. At low concentrations (below 5 X 10(-7) M) it potentiated aggregation but inhibited it at higher levels, a pattern similar to that obtained with prostaglandin E2. However, since the amounts of 12-OH-20:3(5,8,10) generated under thrombin stimulation are in the range of concentrations with potentiating effects, it seems that the 12-OH derivative is responsible for the hyperaggrebility of 20:3n-9-rich platelets.
D015126:8,11,14-Eicosatrienoic Acid / Q000378:metabolism* / Q000031:analogs & derivatives; D001091:Arachidonate Lipoxygenases; D001792:Blood Platelets / Q000201:enzymology*; D002851:Chromatography, High Pressure Liquid; D015232:Dinoprostone; D005231:Fatty Acids, Unsaturated / Q000378:metabolism*; D006801:Humans; D008084:Lipoxygenase / Q000378:metabolism; D013058:Mass Spectrometry; D010974:Platelet Aggregation / Q000187:drug effects; D011458:Prostaglandins E / Q000378:metabolism*
D005231:Fatty Acids, Unsaturated; D011458:Prostaglandins E; D001091:Arachidonate Lipoxygenases; D008084:Lipoxygenase; D015126:8,11,14-Eicosatrienoic Acid; C010944:mead acid; D015232:Dinoprostone