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Chemical Compound Review

LXA4     (5S,6R,7E,9E,11Z,13E,15S)- 5,6,15...

Synonyms: lipoxin A4, AC1NQXRP, CHEMBL392438, CHEBI:6498, BSPBio_001378, ...
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Disease relevance of lipoxin A4


High impact information on lipoxin A4

  • We previously showed that lipoxin A4 (LXA4) controls migration of dendritic cells (DCs) and production of interleukin (IL)-12 in vivo [5].
  • Anti-inflammatory actions of lipoxin A4 and aspirin-triggered lipoxin are SOCS-2 dependent [5].
  • Here we demonstrate that SAA selectively induced Ca2+ mobilization and migration of HEK cells expressing FPRL1, a human seven-transmembrane domain phagocyte receptor with low affinity for fMLP, and high affinity for lipoxin A4 [6].
  • Together, these results indicate that both LXA4 and ATL regulate TNF-alpha-directed neutrophil actions in vitro and in vivo and stimulate IL-4 in exudates, playing a pivotal role in immune responses [7].
  • Lipoxin A4 and B4 are potent stimuli for human monocyte migration and adhesion: selective inactivation by dehydrogenation and reduction [8].

Chemical compound and disease context of lipoxin A4


Biological context of lipoxin A4


Anatomical context of lipoxin A4


Associations of lipoxin A4 with other chemical compounds


Gene context of lipoxin A4


Analytical, diagnostic and therapeutic context of lipoxin A4


  1. A beta-oxidation-resistant lipoxin A4 analog treats hapten-induced colitis by attenuating inflammation and immune dysfunction. Fiorucci, S., Wallace, J.L., Mencarelli, A., Distrutti, E., Rizzo, G., Farneti, S., Morelli, A., Tseng, J.L., Suramanyam, B., Guilford, W.J., Parkinson, J.F. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  2. Cutting edge: lipoxin (LX) A4 and aspirin-triggered 15-epi-LXA4 block allergen-induced eosinophil trafficking. Bandeira-Melo, C., Bozza, P.T., Diaz, B.L., Cordeiro, R.S., Jose, P.J., Martins, M.A., Serhan, C.N. J. Immunol. (2000) [Pubmed]
  3. Cyclooxygenase-2-derived prostaglandin E2 and lipoxin A4 accelerate resolution of allergic edema in Angiostrongylus costaricensis-infected rats: relationship with concurrent eosinophilia. Bandeira-Melo, C., Serra, M.F., Diaz, B.L., Cordeiro, R.S., Silva, P.M., Lenzi, H.L., Bakhle, Y.S., Serhan, C.N., Martins, M.A. J. Immunol. (2000) [Pubmed]
  4. Lipoxin recognition sites. Specific binding of labeled lipoxin A4 with human neutrophils. Fiore, S., Ryeom, S.W., Weller, P.F., Serhan, C.N. J. Biol. Chem. (1992) [Pubmed]
  5. Anti-inflammatory actions of lipoxin A4 and aspirin-triggered lipoxin are SOCS-2 dependent. Machado, F.S., Johndrow, J.E., Esper, L., Dias, A., Bafica, A., Serhan, C.N., Aliberti, J. Nat. Med. (2006) [Pubmed]
  6. A seven-transmembrane, G protein-coupled receptor, FPRL1, mediates the chemotactic activity of serum amyloid A for human phagocytic cells. Su, S.B., Gong, W., Gao, J.L., Shen, W., Murphy, P.M., Oppenheim, J.J., Wang, J.M. J. Exp. Med. (1999) [Pubmed]
  7. Lipoxin (LX)A4 and aspirin-triggered 15-epi-LXA4 inhibit tumor necrosis factor 1alpha-initiated neutrophil responses and trafficking: regulators of a cytokine-chemokine axis. Hachicha, M., Pouliot, M., Petasis, N.A., Serhan, C.N. J. Exp. Med. (1999) [Pubmed]
  8. Lipoxin A4 and B4 are potent stimuli for human monocyte migration and adhesion: selective inactivation by dehydrogenation and reduction. Maddox, J.F., Serhan, C.N. J. Exp. Med. (1996) [Pubmed]
  9. Leukotriene B4 modulates in vivo expression of delayed-type hypersensitivity by a receptor-mediated mechanism: regulation by lipoxin A4. Feng, Z., Godfrey, H.P., Mandy, S., Strudwick, S., Lin, K.T., Heilman, E., Wong, P.Y. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
  10. Down-regulation of lipoxin A4 receptor by thromboxane A2 signaling in RAW246.7 cells in vitro and bleomycin-induced lung fibrosis in vivo. Sato, Y., Kitasato, H., Murakami, Y., Hashimoto, A., Endo, H., Kondo, H., Inoue, M., Hayashi, I. Biomed. Pharmacother. (2004) [Pubmed]
  11. Mechanisms for lipoxin A4-induced neutrophil-dependent cytotoxicity for human endothelial cells. Bratt, J., Lerner, R., Ringertz, B., Palmblad, J. J. Lab. Clin. Med. (1995) [Pubmed]
  12. Modulation of LTB4 receptor in T-lymphocytes by lipoxin A4 (LXA4) and its role in delayed-type hypersensitivity. Lin, K.T., Godfrey, H.P., Spokas, E.G., Sun, F.F., Wong, P.Y. Adv. Exp. Med. Biol. (1999) [Pubmed]
  13. Posttreatment with aspirin-triggered lipoxin A4 analog attenuates lipopolysaccharide-induced acute lung injury in mice: the role of heme oxygenase-1. Jin, S.W., Zhang, L., Lian, Q.Q., Liu, D., Wu, P., Yao, S.L., Ye, D.Y. Anesth. Analg. (2007) [Pubmed]
  14. Lipoxin A4 and aspirin-triggered 15-epi-lipoxin A4 inhibit peroxynitrite formation, NF-kappa B and AP-1 activation, and IL-8 gene expression in human leukocytes. József, L., Zouki, C., Petasis, N.A., Serhan, C.N., Filep, J.G. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  15. Lipoxin A4 stable analogs inhibit leukocyte rolling and adherence in the rat mesenteric microvasculature: role of P-selectin. Scalia, R., Gefen, J., Petasis, N.A., Serhan, C.N., Lefer, A.M. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
  16. T21/DP107, A synthetic leucine zipper-like domain of the HIV-1 envelope gp41, attracts and activates human phagocytes by using G-protein-coupled formyl peptide receptors. Su, S.B., Gao, J., Gong, W., Dunlop, N.M., Murphy, P.M., Oppenheim, J.J., Wang, J.M. J. Immunol. (1999) [Pubmed]
  17. A stable aspirin-triggered lipoxin A4 analog blocks phosphorylation of leukocyte-specific protein 1 in human neutrophils. Ohira, T., Bannenberg, G., Arita, M., Takahashi, M., Ge, Q., Van Dyke, T.E., Stahl, G.L., Serhan, C.N., Badwey, J.A. J. Immunol. (2004) [Pubmed]
  18. Lipoxin A4 modulates transmigration of human neutrophils across intestinal epithelial monolayers. Colgan, S.P., Serhan, C.N., Parkos, C.A., Delp-Archer, C., Madara, J.L. J. Clin. Invest. (1993) [Pubmed]
  19. Pathogen-induced chemokine secretion from model intestinal epithelium is inhibited by lipoxin A4 analogs. Gewirtz, A.T., McCormick, B., Neish, A.S., Petasis, N.A., Gronert, K., Serhan, C.N., Madara, J.L. J. Clin. Invest. (1998) [Pubmed]
  20. Lipoxin A4 antagonizes cellular and in vivo actions of leukotriene D4 in rat glomerular mesangial cells: evidence for competition at a common receptor. Badr, K.F., DeBoer, D.K., Schwartzberg, M., Serhan, C.N. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
  21. Cytokines and arachidonic metabolites produced during human immunodeficiency virus (HIV)-infected macrophage-astroglia interactions: implications for the neuropathogenesis of HIV disease. Genis, P., Jett, M., Bernton, E.W., Boyle, T., Gelbard, H.A., Dzenko, K., Keane, R.W., Resnick, L., Mizrachi, Y., Volsky, D.J. J. Exp. Med. (1992) [Pubmed]
  22. Lipoxin formation during human neutrophil-platelet interactions. Evidence for the transformation of leukotriene A4 by platelet 12-lipoxygenase in vitro. Serhan, C.N., Sheppard, K.A. J. Clin. Invest. (1990) [Pubmed]
  23. Host control of Mycobacterium tuberculosis is regulated by 5-lipoxygenase-dependent lipoxin production. Bafica, A., Scanga, C.A., Serhan, C., Machado, F., White, S., Sher, A., Aliberti, J. J. Clin. Invest. (2005) [Pubmed]
  24. Polyisoprenyl phosphate (PIPP) signaling regulates phospholipase D activity: a 'stop' signaling switch for aspirin-triggered lipoxin A4. Levy, B.D., Fokin, V.V., Clark, J.M., Wakelam, M.J., Petasis, N.A., Serhan, C.N. FASEB J. (1999) [Pubmed]
  25. Interaction of a selective cyclooxygenase-2 inhibitor with aspirin and NO-releasing aspirin in the human gastric mucosa. Fiorucci, S., Santucci, L., Wallace, J.L., Sardina, M., Romano, M., del Soldato, P., Morelli, A. Proc. Natl. Acad. Sci. U.S.A. (2003) [Pubmed]
  26. Lipoxin A4 inhibits IL-1 beta-induced IL-6, IL-8, and matrix metalloproteinase-3 production in human synovial fibroblasts and enhances synthesis of tissue inhibitors of metalloproteinases. Sodin-Semrl, S., Taddeo, B., Tseng, D., Varga, J., Fiore, S. J. Immunol. (2000) [Pubmed]
  27. The synthetic peptide Trp-Lys-Tyr-Met-Val-Met-NH2 specifically activates neutrophils through FPRL1/lipoxin A4 receptors and is an agonist for the orphan monocyte-expressed chemoattractant receptor FPRL2. Christophe, T., Karlsson, A., Dugave, C., Rabiet, M.J., Boulay, F., Dahlgren, C. J. Biol. Chem. (2001) [Pubmed]
  28. Aspirin-triggered Lipoxin A4 inhibition of VEGF-induced endothelial cell migration involves actin polymerization and focal adhesion assembly. Cezar-de-Mello, P.F., Nascimento-Silva, V., Villela, C.G., Fierro, I.M. Oncogene (2006) [Pubmed]
  29. Lipoxin A4 inhibits proliferation of human lung fibroblasts induced by connective tissue growth factor. Wu, S.H., Wu, X.H., Lu, C., Dong, L., Chen, Z.Q. Am. J. Respir. Cell Mol. Biol. (2006) [Pubmed]
  30. Angioplasty triggers intracoronary leukotrienes and lipoxin A4. Impact of aspirin therapy. Brezinski, D.A., Nesto, R.W., Serhan, C.N. Circulation (1992) [Pubmed]
  31. Lipoxin A4: a new class of ligand for the Ah receptor. Schaldach, C.M., Riby, J., Bjeldanes, L.F. Biochemistry (1999) [Pubmed]
  32. Characterization of lipoxins by combined gas chromatography and electron-capture negative ion chemical ionization mass spectrometry: formation of lipoxin A4 by stimulated human whole blood. Brezinski, D.A., Serhan, C.N. Biol. Mass Spectrom. (1991) [Pubmed]
  33. Lipoxin biosynthesis in inflammatory bowel disease. Mangino, M.J., Brounts, L., Harms, B., Heise, C. Prostaglandins Other Lipid Mediat. (2006) [Pubmed]
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