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

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Homo sapiens
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Similar to the lipoxygenases, cytochrome P450 (CYP) enzymes catalyse the hydroxylation and epoxygenation of arachidonic acid. However, whereas lipoxygenases use an active non-heme iron to abstract hydrogen directly from arachidonic acid, CYPs contain a heme-iron active site that oxidizes its substrate by a different mechanism. They hydroxylate arachidonic acid between C-5 and C-15 to produce lipoxygenase-like hydroxyeicosatetraenoic acids (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 arachidonic acid intermediate terminates the reaction by forming HETE or epoxy-eicosatrienoic acid (EETs), respectively (Capdevila et al. 2000, Buczynski et al. 2009, Vance & Vance 2008).

Literature References
PubMed ID Title Journal Year
  Biochemistry of Lipids, Lipoproteins and Membranes, 5th Edition   2008
10681399 Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase J Lipid Res 2000
19244215 Thematic Review Series: Proteomics. An integrated omics analysis of eicosanoid biology J Lipid Res 2009
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