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Cat. Number

652579101856487

Chemical Name

5(S),6(R)-Lipoxin A4-d5

References

Synonyms	5(S),6(R)-LXA4-d5 5(S),6(R),15(S)-TriHETE-d5
Formal Name	5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid-19,19,20,20,20-d5
Molecular Formula	C₂₀H₂₇D₅O₅
Formula Weight	357.5
Formulation	A solution in ethanol
Purity	≥99% deuterated product
Stability	1 year
Storage	-80°C
Shipping	Dry ice in continental US; may vary elsewhere
SMILES	CCCCCC(O)/C=C/C=C/C=CC=C/C(O)[C@@H](O)CCCC(=O)O

Background Reading

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 183 137-146 (1996).

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 138 266-270 (1987).

Serhan, C.N., Nicolaou, K.C., Webber, S.E., et al. Lipoxin A. Stereochemistry and biosynthesis. J Biol Chem 261 16340-16345 (1986).

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 USA 81 5335-5339 (1984).

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Size	Global Purchasing
10 µg
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Description

5(S),6(R)-Lipoxin A₄-d₅ (5(S),6(R)-LXA₄-d₅) contains five deuterium atoms at the 19, 19’, 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of 5(S),6(R)-LXA₄ by GC- or LC-mass spectrometry (MS). 5(S),6(R)-Lipoxin A₄ is a trihydroxy fatty acid containing a conjugated tetraene, produced by the metabolism of 15-HETE or 15-HpETE with human leukocytes.¹ 5(S),6(R)-Lipoxin A₄ is equipotent to leukotriene B₄ (LTB₄) in inducing superoxide generation in human neutrophils at 0.1 µM.² 5(S),6(R)-Lipoxin A₄ is associated with several other biological functions including leukocyte activation, chemotaxis effects, natural killer cell inhibition, and monocyte migration and adhesion.^2,3,4

1 Serhan, C.N., Nicolaou, K.C., Webber, S.E., et al. Lipoxin A. Stereochemistry and biosynthesis. J Biol Chem 261 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 USA 81 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 138 266-270 (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 183 137-146 (1996).

下一个：5(S),6(R)-Lipoxin A4 Lipid Maps MS Standard上一个：5-OxoETE-d7

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