Guichardant M, Lagarde M
Biochim Biophys Acta. 1985 Sep 11;836(2):210-4. doi: 10.1016/0005-2760(85)90068-2.
Two docosapolyenoic acids (22:5(n-3) and 22:5(n-6)) were isolated from the liver of normal and 18:3(n-3)-deficient trout, respectively. They were prepared by combined thin-layer chromatography (TLC) and reversed-phase high performance liquid chromatography (HPLC). Their purity, checked by capillary gas liquid chromatography, was greater than 95%. Each fatty acid was oxygenated into monohydroxy derivatives by human platelets. The hydroxy compounds were purified by TLC and HPLC and then derivatized for gas chromatography-mass spectrometry analysis. Whereas 22:5(n-6) was only converted into 14-OH-22:5, three hydroxy derivatives (11, 13 and 14) were obtained from 22:5(n-3). However, 13-hydroxy was not formed in the presence of aspirin, indicating that platelet lipoxygenase catalyses the formation of both 11- and 14-hydroxy derivatives from 22:5(n-3), as described previously, from 22:6(n-3). Further studies showed that 22:4(n-6) and 20:5(n-3) were only converted into 14- and 12-hydroxy derivatives. We conclude then that, besides the well-known n-9 oxygenation, lipoxygenase of human platelets is able to catalyse an n-12 oxygenation on docosapolyenoic acids of the n-3 family.
分别从正常和缺乏18:3(n - 3)的虹鳟鱼肝中分离出两种二十二碳多烯酸（22:5(n - 3)和22:5(n - 6)）。它们通过薄层色谱（TLC）和反相高效液相色谱（HPLC）联用制备。通过毛细管气相色谱法检测，其纯度大于95%。每种脂肪酸都被人血小板氧化为单羟基衍生物。羟基化合物通过TLC和HPLC纯化，然后进行衍生化用于气相色谱 - 质谱分析。虽然22:5(n - 6)仅转化为14 - OH - 22:5，但从22:5(n - 3)得到了三种羟基衍生物（11、13和14位）。然而，在阿司匹林存在的情况下不形成13 - 羟基衍生物，这表明血小板脂氧合酶催化从22:5(n - 3)形成11 - 和14 - 羟基衍生物，如先前所述，从22:6(n - 3)也能形成。进一步研究表明，22:4(n - 6)和20:5(n - 3)仅转化为14 - 和12 - 羟基衍生物。我们由此得出结论，除了众所周知的n - 9氧化作用外，人血小板脂氧合酶能够催化对n - 3家族的二十二碳多烯酸进行n - 12氧化。
