Kühn H, Wiesner R, Rathmann J, Schewe T
Institute of Biochemistry, School of Medicine (Charité), Humboldt University, Berlin, Federal Republic of Germany.
Eicosanoids. 1991;4(1):9-14.
A pure lipoxygenase from dried green pea seeds (isoenzyme 1) oxygenates linoleic acid to 9(S/R)-hydroperoxy-10E,12Z-octadecadienoic acid (9-HPODE) and 13(S/R)-hydroperoxy-9Z,11E-octadecadienoic acid (13-HPODE). Furthermore (10E,12Z)-9-keto-10,12-octadecadienoic acid (9-KODE) and (9Z,11E)-13-keto-9,11-octadecadienoic acid (13-KODE) in a ratio of 1:1 were formed. Uv-spectroscopic measurements and HPLC data indicated a hydroperoxy fatty acid: keto fatty acid ratio of about 2:1. The product mixture formed from arachidonic acid was even more complex. 15-, 11-, 9- and 5-H(P)ETE1 and their corresponding keto derivatives have been detected. The chemical structures of the compounds have been identified by HPLC analysis, by uv- and ir-spectroscopy and gas chromatography/mass spectrometry of the native compounds and their hydrogenated derivatives. The data presented indicate that a pure lipoxygenase catalyzes the formation of both hydroperoxypolyenoic fatty acids and ketopolyenoic fatty acids from linoleic acid and arachidonic acid. The possible mechanism of the formation of the keto compounds is discussed.
来自干绿豌豆种子的一种纯脂氧合酶（同工酶1）将亚油酸氧化为9（S/R）-氢过氧-10E，12Z-十八碳二烯酸（9-HPODE）和13（S/R）-氢过氧-9Z，11E-十八碳二烯酸（13-HPODE）。此外，还以1:1的比例生成了（10E，12Z）-9-酮基-10，12-十八碳二烯酸（9-KODE）和（9Z，11E）-13-酮基-9，11-十八碳二烯酸（13-KODE）。紫外光谱测量和高效液相色谱数据表明，氢过氧脂肪酸与酮脂肪酸的比例约为2:1。由花生四烯酸形成的产物混合物更为复杂。已检测到15-、11-、9-和5-H（P）ETE1及其相应的酮衍生物。这些化合物的化学结构已通过高效液相色谱分析、紫外和红外光谱以及天然化合物及其氢化衍生物的气相色谱/质谱鉴定。所提供的数据表明，一种纯脂氧合酶催化从亚油酸和花生四烯酸形成氢过氧多烯脂肪酸和酮多烯脂肪酸。文中讨论了酮化合物形成的可能机制。
