Convergent oxygenation of arachidonic acid by 5-lipoxygenase and cyclooxygenase-2.

Schneider C, Boeglin WE, Yin H, Stec DF, Voehler M
J Am Chem Soc. 2006 128 (3): 720-1

PMID: 16417352 · PMCID: PMC2532595 · DOI:10.1021/ja056517y

5-Lipoxygenase and cyclooxygenase-2 (COX-2) initiate the biosynthesis of distinct families of mediators from arachidonic acid (leukotrienes and prostaglandins, respectively) and are each the target of anti-inflammatory medications. Here we show that the product of 5-lipoxygenase, 5S-hydroxyeicosatetraenoic acid, is selectively and efficiently triply oxygenated by COX-2, implicating a cross-pathway interaction. The product is a unique diendoperoxide, potentially representing the parent compound of a novel group of lipid mediators.

MeSH Terms (5)

Arachidonate 5-Lipoxygenase Arachidonic Acid Cyclooxygenase 2 Nuclear Magnetic Resonance, Biomolecular Oxidation-Reduction

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