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Chemical Compound Review

CHEMBL18028     (6E,8Z,11Z,14Z)-5-oxoicosa- 6,8,11,14...

Synonyms: BSPBio_001453, CHEBI:52449, HMDB10217, BML1-D12, LMFA03060011, ...
 
 
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Disease relevance of 5-Oxo-ETE

 

High impact information on 5-Oxo-ETE

  • 5-Oxo-ETE induced a dramatic increase in the numbers of eosinophils (ED50, 2.5 microg) around the walls of the airways, which reached maximal levels (five times control levels) between 15 and 24 h after administration, and then declined [3].
  • 5-Oxo-ETE and leukotriene B(4) had similar effects on GM-CSF release at low concentrations, but 5-oxo-ETE induced a much stronger response at concentrations of 10 nm or higher [4].
  • 5-Oxo-ETE synthesis was also strongly stimulated by hydroperoxides in blood monocytes, lymphocytes, and platelets, but not neutrophils [5].
  • 5-Oxo-ETE (5-oxo-6,8,11,14-eicosatetraenoic acid) is a highly potent granulocyte chemoattractant that acts through a selective G-protein coupled receptor [5].
  • 5-Oxo-ETE (EC50, 10 nM) also rapidly stimulated actin polymerization in neutrophils, with a maximal response at 20 s [6].
 

Biological context of 5-Oxo-ETE

 

Anatomical context of 5-Oxo-ETE

 

Associations of 5-Oxo-ETE with other chemical compounds

 

Gene context of 5-Oxo-ETE

References

  1. Metabolism and biologic effects of 5-oxoeicosanoids on human neutrophils. Powell, W.S., MacLeod, R.J., Gravel, S., Gravelle, F., Bhakar, A. J. Immunol. (1996) [Pubmed]
  2. Eotaxin and RANTES enhance 5-oxo-6,8,11,14-eicosatetraenoic acid-induced eosinophil chemotaxis. Powell, W.S., Ahmed, S., Gravel, S., Rokach, J. J. Allergy Clin. Immunol. (2001) [Pubmed]
  3. 5-oxo-ETE induces pulmonary eosinophilia in an integrin-dependent manner in Brown Norway rats. Stamatiou, P., Hamid, Q., Taha, R., Yu, W., Issekutz, T.B., Rokach, J., Khanapure, S.P., Powell, W.S. J. Clin. Invest. (1998) [Pubmed]
  4. 5-oxo-6,8,11,14-eicosatetraenoic acid stimulates the release of the eosinophil survival factor granulocyte/macrophage colony-stimulating factor from monocytes. Stamatiou, P.B., Chan, C.C., Monneret, G., Ethier, D., Rokach, J., Powell, W.S. J. Biol. Chem. (2004) [Pubmed]
  5. Oxidative stress stimulates the synthesis of the eosinophil chemoattractant 5-oxo-6,8,11,14-eicosatetraenoic acid by inflammatory cells. Erlemann, K.R., Rokach, J., Powell, W.S. J. Biol. Chem. (2004) [Pubmed]
  6. Effects of 5-oxo-6,8,11,14-eicosatetraenoic acid on expression of CD11b, actin polymerization, and adherence in human neutrophils. Powell, W.S., Gravel, S., Halwani, F., Hii, C.S., Huang, Z.H., Tan, A.M., Ferrante, A. J. Immunol. (1997) [Pubmed]
  7. Metabolism of 5-hydroxy-6,8,11,14-eicosatetraenoic acid by human endothelial cells. Erlemann, K.R., Cossette, C., Gravel, S., Stamatiou, P.B., Lee, G.J., Rokach, J., Powell, W.S. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  8. LTA(4)-derived 5-oxo-eicosatetraenoic acid: pH-dependent formation and interaction with the LTB(4) receptor of human polymorphonuclear leukocytes. Falgueyret, J., Riendeau, D. Biochim. Biophys. Acta (2000) [Pubmed]
  9. 5-Lipoxygenase products regulate basophil functions: 5-Oxo-ETE elicits migration, and leukotriene B(4) induces degranulation. Iikura, M., Suzukawa, M., Yamaguchi, M., Sekiya, T., Komiya, A., Yoshimura-Uchiyama, C., Nagase, H., Matsushima, K., Yamamoto, K., Hirai, K. J. Allergy Clin. Immunol. (2005) [Pubmed]
  10. 5-Oxo-ETE regulates tone of guinea pig airway smooth muscle via activation of Ca2+ pools and Rho-kinase pathway. Mercier, F., Morin, C., Cloutier, M., Proteau, S., Rokach, J., Powell, W.S., Rousseau, E. Am. J. Physiol. Lung Cell Mol. Physiol. (2004) [Pubmed]
  11. 5-Oxo-6,8,11,14-eicosatetraenoic acid stimulates isotonic volume reduction of guinea pig jejunal crypt epithelial cells. MacLeod, R.J., Lembessis, P., Hamilton, J.R., Powell, W.S. J. Pharmacol. Exp. Ther. (1999) [Pubmed]
  12. Trans-basement membrane migration of human basophils: role of matrix metalloproteinase-9. Suzukawa, M., Komiya, A., Iikura, M., Nagase, H., Yoshimura-Uchiyama, C., Yamada, H., Kawasaki, H., Ohta, K., Matsushima, K., Hirai, K., Yamamoto, K., Yamaguchi, M. Int. Immunol. (2006) [Pubmed]
  13. Montelukast regulates eosinophil protease activity through a leukotriene-independent mechanism. Langlois, A., Ferland, C., Tremblay, G.M., Laviolette, M. J. Allergy Clin. Immunol. (2006) [Pubmed]
 
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