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Lipoxin A4 Catalog No.GC18552

A trihydroxy fatty acid containing a conjugated tetraene

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Sample solution is provided at 25 µL, 10mM.

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Chemical Properties

Cas No. 89663-86-5 SDF Download SDF
Synonyms LXA4
Chemical Name 5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid
Canonical SMILES CCCCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(O)=O
Formula C20H32O5 M.Wt 352.5
Solubility A solution in ethanol, can isomerize and degrade when put into freeze thaw conditions or in solvents such as DMSO, or DMF, 50 mg/ml in Ethanol, 0.05 mg/ml in PBS (pH 7.2) Storage Store at -80°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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Lipoxin A4 (LXA4) is a trihydroxy fatty acid containing a conjugated tetraene, produced by the metabolism of (±)15-HETE or 15-HpETE with human leukocytes.[1] LXA4 is equipotent to leukotriene B4 in inducing superoxide generation in human neutrophils at 0.1 µM.2 LXA4 is associated with several other biological functions including leukocyte activation, chemotaxis effects, natural killer cell inhibition, and monocyte migration and adhesion.[2],[3],[4] Analytical and biological comparisons of synthetic LXA4 with endogenously derived LXA4 have confirmed its identity as matching the natural product.[5]

[1]. Serhan, C.N., Nicolaou, K.C., Webber, S.E., et al. Lipoxin A. Stereochemistry and biosynthesis. J. Biol. Chem. 261(35), 16340-16345 (1986).
[2]. Serhan, C.N., Hamberg, M., and Samuelsson, B. Lipoxins: Novel series of biologically active compounds formed from arachidonic acid in human leukocytes. Proc. Natl. Acad. Sci. U.S.A. 81(17), 5335-5339 (1984).
[3]. Ramstedt, U., Serhan, C.N., Nicolaou, K.C., et al. Lipoxin A-induced inhibition of human natural killer cell cytotoxicity: Studies on stereospecificity of inhibition and mode of action. J. Immunol. 138(1), 266-270 (1987).
[4]. Maddox, J.F., and Serhan, C.N. Lipoxin A4 and B4 are potent stimuli for human monocyte migration and adhesion: Selective inactivation by dehydrogenation and reduction. J. Exp. Med. 183(1), 137-146 (1996).
[5]. Serhan, C. . (2007).