Synthesis, biological effects and pathophysiological implications of the novel arachidonic acid metabolite 5-oxo-eicosatetraenoic acid (Review).

  • Authors:
    • U Zimpfer
    • C Hofmann
    • S Dichmann
    • E Schopf
    • J Norgauer
  • View Affiliations

  • Published online on: August 1, 1998     https://doi.org/10.3892/ijmm.2.2.149
  • Pages: 149-302
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Abstract

Arachidonic acid is rapidly metabolized by several distinct enzymes including the 5-lipoxygenase generating leukotrienes and 5-hydroxyeicosatetraenoic acid (5-HETE). These well studied metabolites cause a variety of physiological and pathophysiological effects in different tissues. Recently, oxidation of 5-HETE to 5-oxo-eicosatetraenoic acid (5-oxo-ETE) by an NADP+-dependent dehydrogenase has been demonstrated. Calcium ionophors and protein kinase C activators stimulate the synthesis of 5-oxo-ETE in neutrophils, eosinophils and monocytes. This novel arachidonic acid metabolite has a potent chemotactic activity for neutrophils and eosinophils. It stimulates adhesion of neutrophils and induces reactive oxygen metabolites in eosinophils. There is evidence that 5-oxo-ETE and 5-HETE interact with a specific G-protein coupled receptor. Since in contrast to 5-oxo-ETE much higher concentrations of 5-HETE are needed to provoke cell responses, 5-oxo-ETE might be the physiological relevant ligand for this putative receptor. Further downstream signalling pathways of this ligand include calcium transients, actin polymerization, activation of phosphatidylinositol-3-kinase and MAP-kinase. 5-oxo-ETE has been extracted from scales of psoriatic patients and injection of 5-oxo-ETE into rabbit subcutis causes a severe edema with an inflammatory cell infiltrate resembling an urticarial lesion. These findings indicate, that 5-oxo-ETE might play a role in different cutaneous inflammatory diseases.

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Aug 1998
Volume 2 Issue 2

Print ISSN: 1107-3756
Online ISSN:1791-244X

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Spandidos Publications style
Zimpfer U, Hofmann C, Dichmann S, Schopf E and Norgauer J: Synthesis, biological effects and pathophysiological implications of the novel arachidonic acid metabolite 5-oxo-eicosatetraenoic acid (Review).. Int J Mol Med 2: 149-302, 1998
APA
Zimpfer, U., Hofmann, C., Dichmann, S., Schopf, E., & Norgauer, J. (1998). Synthesis, biological effects and pathophysiological implications of the novel arachidonic acid metabolite 5-oxo-eicosatetraenoic acid (Review).. International Journal of Molecular Medicine, 2, 149-302. https://doi.org/10.3892/ijmm.2.2.149
MLA
Zimpfer, U., Hofmann, C., Dichmann, S., Schopf, E., Norgauer, J."Synthesis, biological effects and pathophysiological implications of the novel arachidonic acid metabolite 5-oxo-eicosatetraenoic acid (Review).". International Journal of Molecular Medicine 2.2 (1998): 149-302.
Chicago
Zimpfer, U., Hofmann, C., Dichmann, S., Schopf, E., Norgauer, J."Synthesis, biological effects and pathophysiological implications of the novel arachidonic acid metabolite 5-oxo-eicosatetraenoic acid (Review).". International Journal of Molecular Medicine 2, no. 2 (1998): 149-302. https://doi.org/10.3892/ijmm.2.2.149