German J B, Berger R
Department of Food Science and Technology, University of California, Davis, 95616, Davis, California.
Institut fur Lebensmitteltechnologie und Analytische Chemie der Technischen Universität München, D-8050, Freising 12, Federal Republic of Germany.
Lipids. 1990 Dec;25(12):849-53. doi: 10.1007/BF02535908.
Metabolites of arachidonic acid are important regulators of biological function in a variety of mammalian tissues. We have demonstrated similar lipoxygenase enzyme activities in fish gills and mammalian lungs suggesting that their metabolites may have matching functions. Fish gills were investigated for their ability to generate dioxygenated metabolites of polyunsaturated fatty acids. Fatty acids, including arachidonic acid, were incubated with crude tissue homogenates and polar metabolites were extracted, derivatized and analyzed by high performance liquid chromatography, gas chromatography and mass spectrometry. The major dihydroxy metabolite of arachidonic acid was characterized as 8(LR), 15(LS)-dihydroxyeicosatetraenoic acid. This product was formed by the sequential action of the 15- and 12-lipoxygenases in the tissue. The formation of the dihydroxyeicosatetraenoic acid by crude tissue homogenates was significantly enhanced by the addition of 1 mM reduced glutathione. The metabolism of other polyunsaturated fatty acids, including eicosapentaenoic acid and docosahexaenoic acid, to dihydroxy acids was consistent with their relative ability to serve as substrates for the initial 15-lipoxygenase reaction.
花生四烯酸的代谢产物是多种哺乳动物组织中生物功能的重要调节因子。我们已经在鱼鳃和哺乳动物肺中证实了类似的脂氧合酶活性，这表明它们的代谢产物可能具有匹配的功能。我们研究了鱼鳃产生多不饱和脂肪酸双加氧代谢产物的能力。将包括花生四烯酸在内的脂肪酸与粗组织匀浆一起孵育，提取极性代谢产物，进行衍生化处理，然后通过高效液相色谱、气相色谱和质谱进行分析。花生四烯酸的主要二羟基代谢产物被鉴定为8（LR），15（LS）-二羟基二十碳四烯酸。该产物是由组织中15-脂氧合酶和12-脂氧合酶的顺序作用形成的。添加1 mM还原型谷胱甘肽可显著增强粗组织匀浆中二羟基二十碳四烯酸的形成。其他多不饱和脂肪酸，包括二十碳五烯酸和二十二碳六烯酸，向二羟基酸的代谢与其作为初始15-脂氧合酶反应底物的相对能力一致。
