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. Author manuscript; available in PMC: 2016 Jun 5.

Published in final edited form as: Chem Biol Interact. 2014 Nov 4;234:144–153. doi: 10.1016/j.cbi.2014.10.029

Fig 1 — Structures of electrophilic fatty acids and 15-oxoETE formation. (A) Chemical structures of 15-oxoETE, 15-ketoPGE₂ and 15d-PGJ₂ provided for comparison. (B) The currently elucidated COX-2/15-LOX and 15PGDH dependent pathway for generation of 15-oxoETE. Arachidonic acid (AA) is converted by cyclooxygenase-2 (COX) or 15-lipoxygenase (LOX) to 15-hydroperoxyeicosatetraenoic acid (15-HpETE) which is reduced by a peroxidase to 15-HETE. 15PGDH oxidizes 15-HETE to 15-oxoETE, which contains an α,β-unsaturated ketone that confers 15-oxoETE with electrophilic properties.

Fig 1 — Structures of electrophilic fatty acids and 15-oxoETE formation. (A) Chemical structures of 15-oxoETE, 15-ketoPGE₂ and 15d-PGJ₂ provided for comparison. (B) The currently elucidated COX-2/15-LOX and 15PGDH dependent pathway for generation of 15-oxoETE. Arachidonic acid (AA) is converted by cyclooxygenase-2 (COX) or 15-lipoxygenase (LOX) to 15-hydroperoxyeicosatetraenoic acid (15-HpETE) which is reduced by a peroxidase to 15-HETE. 15PGDH oxidizes 15-HETE to 15-oxoETE, which contains an α,β-unsaturated ketone that confers 15-oxoETE with electrophilic properties.