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

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R-HSA-2142816
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Pathway
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Homo sapiens
ReviewStatus
5/5
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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
10681399 Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase

Falck, JR, Capdevila, JH, Harris, RC

J Lipid Res 2000
  Biochemistry of Lipids, Lipoproteins and Membranes, 5th Edition

Vance, JE, Vance, DE

  2008
19244215 Thematic Review Series: Proteomics. An integrated omics analysis of eicosanoid biology

Dumlao, DS, Buczynski, MW, Dennis, EA

J Lipid Res 2009
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