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Lipoxin A4 (CAS 89663-86-5)

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Alternate Names:
5(S),6(R)-Lipoxin A4; 5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid
Application:
Lipoxin A4 is a trihydroxy fatty acid produced through 15-HETE metabolism
CAS Number:
89663-86-5
Purity:
≥95%
Molecular Weight:
352.46
Molecular Formula:
C20H32O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Lipoxin A4 is a trihydroxy fatty acid containing a conjugated tetraene, produced by the metabolism of 15-HETE or 15-HpETE with human leukocytes. Lipoxin A4 is equipotent to leukotriene B4 (LTB4) in inducing superoxide generation in human neutrophils at 0.1 µM. Lipoxin A4 is associated with several other biological functions including leukocyte activation, chemotaxis effects, natural killer cell inhibition (potent human PKC (protein kinase C) activator inhibits cytotoxicity of natural killer cells), and monocyte migration and adhesion. Biosynthesis occurs in human leukocytes and rat alveolar macrophages. Transcellular biosynthesis occurs via interaction of human neutrophils or granulocytes and platelets. Produced in human nasal polyps and bronchial tissue. Stimulates vasodilation and antagonizes LTD4-induced vasoconstriction. Induces glomerular hyperperfusion and hyperfiltration. Inhibits LTB4- or FMLP-induced leukocyte chemotaxis and blocks the mobilization of Ca2+ and IP3. Inhibits LTB4-induced inflammation in the hamster cheek pouch. Activates protein kinase C13. Regulates human myelopoiesis. Lipoxin A4 is an activator of GPR.


Lipoxin A4 (CAS 89663-86-5) References

  1. Lipoxin recognition sites. Specific binding of labeled lipoxin A4 with human neutrophils.  |  Fiore, S., et al. 1992. J Biol Chem. 267: 16168-76. PMID: 1322894
  2. Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: structure-function relationships.  |  Lee, TH., et al. 1991. Biochem Biophys Res Commun. 180: 1416-21. PMID: 1659416
  3. Formation and proliferative effects of lipoxins in human bone marrow.  |  Stenke, L., et al. 1991. Biochem Biophys Res Commun. 180: 255-61. PMID: 1930222
  4. Lipoxin A4 inhibits phosphoinositide hydrolysis in human neutrophils.  |  Grandordy, BM., et al. 1990. Biochem Biophys Res Commun. 167: 1022-9. PMID: 2157419
  5. Lipoxin formation in human nasal polyps and bronchial tissue.  |  Edenius, C., et al. 1990. FEBS Lett. 272: 25-8. PMID: 2172016
  6. Formation of lipoxins and leukotrienes during receptor-mediated interactions of human platelets and recombinant human granulocyte/macrophage colony-stimulating factor-primed neutrophils.  |  Fiore, S. and Serhan, CN. 1990. J Exp Med. 172: 1451-7. PMID: 2172436
  7. Activation of protein kinase C by lipoxin A and other eicosanoids. Intracellular action of oxygenation products of arachidonic acid.  |  Hansson, A., et al. 1986. Biochem Biophys Res Commun. 134: 1215-22. PMID: 2418836
  8. Lipoxin A4 antagonizes cellular and in vivo actions of leukotriene D4 in rat glomerular mesangial cells: evidence for competition at a common receptor.  |  Badr, KF., et al. 1989. Proc Natl Acad Sci U S A. 86: 3438-42. PMID: 2541448
  9. Lipoxin A4 inhibits leukotriene B4-induced inflammation in the hamster cheek pouch.  |  Hedqvist, P., et al. 1989. Acta Physiol Scand. 137: 571-2. PMID: 2557732
  10. Transcellular conversion of endogenous arachidonic acid to lipoxins in mixed human platelet-granulocyte suspensions.  |  Edenius, C., et al. 1988. Biochem Biophys Res Commun. 157: 801-7. PMID: 2849436
  11. Lipoxin A. Stereochemistry and biosynthesis.  |  Serhan, CN., et al. 1986. J Biol Chem. 261: 16340-5. PMID: 3097008
  12. Lipoxin synthesis by arachidonate 12-lipoxygenase purified from porcine leukocytes.  |  Ueda, N., et al. 1987. Biochem Biophys Res Commun. 149: 1063-9. PMID: 3122743
  13. Formation of lipoxins by alveolar macrophages.  |  Kim, SJ. 1988. Biochem Biophys Res Commun. 150: 870-6. PMID: 3124841
  14. Lipoxins A4 and B4: comparison of icosanoids having bronchoconstrictor and vasodilator actions but lacking platelet aggregatory activity.  |  Lefer, AM., et al. 1988. Proc Natl Acad Sci U S A. 85: 8340-4. PMID: 3186729
  15. The action of lipoxin-A on glomerular microcirculatory dynamics in the rat.  |  Badr, KF., et al. 1987. Biochem Biophys Res Commun. 145: 408-14. PMID: 3593345
  16. Lipoxin A-induced inhibition of human natural killer cell cytotoxicity: studies on stereospecificity of inhibition and mode of action.  |  Ramstedt, U., et al. 1987. J Immunol. 138: 266-70. PMID: 3782800
  17. Lipoxins: novel series of biologically active compounds formed from arachidonic acid in human leukocytes.  |  Serhan, CN., et al. 1984. Proc Natl Acad Sci U S A. 81: 5335-9. PMID: 6089195
  18. Lipoxin A4 and B4 are potent stimuli for human monocyte migration and adhesion: selective inactivation by dehydrogenation and reduction.  |  Maddox, JF. and Serhan, CN. 1996. J Exp Med. 183: 137-46. PMID: 8551217

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Lipoxin A4, 25 µg

sc-201060
25 µg
$342.00

Lipoxin A4, 50 µg

sc-201060A
50 µg
$485.00

Lipoxin A4, 100 µg

sc-201060B
100 µg
$923.00

Lipoxin A4, 250 µg

sc-201060C
250 µg
$2025.00