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Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE)

Reactome ID: R-HSA-2142816

中文名称

(16-20)-羟基二十碳四烯酸(HETE)的合成

通路描述

与脂氧合酶类似,细胞色素 P450(CYP)酶催化花生四烯酸的羟基化和环氧化。然而,而脂氧合酶使用活性非血红素铁直接从花生四烯酸中抽象氢原子,CYP 则含有血红素 - 铁活性位点,通过不同的机制氧化其底物。它们将花生四烯酸在 C-5 和 C-15 之间羟基化,产生脂氧合酶类羟基二十碳四烯酸(HETEs),并在 sp3 杂化的末端碳原子上添加羟基,形成一类独特的 HETEs。氧原子转移到不稳定的花生四烯酸中间体上终止反应,分别形成 HETE 或环氧二十碳三烯酸(EETs)(Capdevila 等 2000,Buczynski 等 2009,Vance 等 2008)。
英文描述
Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE) Similar to the lipoxygenases, cytochrome P450 (CYP) enzymes catalyse the hydroxylation and epoxygenation of arachidonate. However, whereas lipoxygenases use an active non-heme iron to abstract hydrogen directly from arachidonate, CYPs contain a heme-iron active site that oxidizes its substrate by a different mechanism. They hydroxylate arachidonate between C-5 and C-15 to produce lipoxygenase-like hydroxyeicosatetraenoates (HETEs) and add a hydroxyl moiety to the sp3-hybridized omega-carbons to form a unique class of HETEs. The transfer of oxygen to the unstable arachidonate intermediate terminates the reaction by forming HETE or epoxy-eicosatrienoate (EETs), respectively (Capdevila et al. 2000, Buczynski et al. 2009, Vance & Vance 2008).

所含基因

9 个基因