Univ-Lyon, Inserm UMR 1060, Inra UMR 1397 (CarMeN Laboratory), IMBL, INSA-Lyon, Villeurbanne, France.
Univ-Lyon, Inserm UMR 1060, Inra UMR 1397 (CarMeN Laboratory), IMBL, INSA-Lyon, Villeurbanne, France.
Biochimie. 2019 Apr;159:55-58. doi: 10.1016/j.biochi.2018.08.009. Epub 2018 Sep 1.
The double lipoxygenation of polyunsaturated fatty acids (PUFA) is possible with PUFA having at least three methylene-interrupted double bonds. Several PUFA of the omega-3/n-3 and -6 families may be converted through this route, and the products show interesting inhibitory effects on blood platelet function and cyclooxygenase activities. This review focuses on two main omega-3 PUFA of nutritional interest, namely docosahexaenoic acid (DHA/22:6n-3) and alpha linolenic acid (ALA/18:3n-3). The chemical configuration of the double lipoxygenase end-product from DHA (protectin DX) is compared with that of protectin D1 which is produced through a mono-lipoxygenation step followed by an epoxidation and epoxide hydrolysis process. The different metabolic pathways are discussed as well as the different biological activities of both protectins.
多不饱和脂肪酸(PUFA)的双加氧作用可能发生在至少具有三个亚甲基中断双键的 PUFA 上。ω-3/n-3 和 -6 家族的几种 PUFA 可以通过这种途径转化,产物对血小板功能和环氧化酶活性表现出有趣的抑制作用。这篇综述主要集中在两种具有营养意义的主要 ω-3 PUFA,即二十二碳六烯酸(DHA/22:6n-3)和α-亚麻酸(ALA/18:3n-3)。DHA(保护素 DX)的双加氧酶终产物的化学结构与通过单加氧作用步骤,然后进行环氧化和环氧化物水解过程产生的保护素 D1 的化学结构进行了比较。讨论了不同的代谢途径以及这两种保护素的不同生物学活性。