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437720

Sigma-Aldrich

Lipoxin A4

≥95% (HPLC), NK cell activity inhibitor, liquid

Synonym(s):

Lipoxin A4, LXA₄, 5(S),6(R),15(S)-Trihydroxyeicosa-7- trans-9- trans-11- cis-13- trans-tetraenoic Acid, LXA₄, 5(S),6(R),15(S)-Trihydroxyeicosa-7-trans-9-trans-11-cis-13-trans-tetraenoic Acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
89663-86-5
Molecular Weight:
352.47
MDL number:
MFCD00065845
UNSPSC Code:
12352211
NACRES:
NA.77

Product Name

Lipoxin A4, Lipoxin A₄, CAS 89663-86-5, is a potent inhibitor of cytotoxic activity of human natural killer cells. Shown to be as potent as LTB4 in stimulating human neutrophils to generate superoxides.

Quality Level

100

Assay

≥95% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

solubility

ethanol: soluble

shipped in

wet ice

storage temp.

−70°C

SMILES string

O[C@H]([C@H](O)\C=C\C=C\C=C/C=C/[C@@H](O)CCCCC)CCCC(=O)O

InChI

1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1

InChI key

IXAQOQZEOGMIQS-SSQFXEBMSA-N

General description

Caution! Product contains volatile liquid. Keep product cold at all times.
Potent inhibitor of cytotoxic activity of human natural killer cells; shown to be as potent as LTB4 in stimulating human neutrophils to generate superoxides. Involved in contractile responses and acts as a potent activator of human protein kinase C. Stimulates rapid lipid remodeling and pertussis-sensitive release of arachidonic acid in polymorphonuclear leukocytes. Stimulates MAP kinases via activation of G protein-coupled receptors.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Potent inhibitor of cytotoxic activity of human natural killer cells
Product does not compete with ATP.
Reversible: no

Physical form

In Ethanol.

Preparation Note

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
McMahon, B., et al. 2000. J. Biol. Chem. 275, 27566.
Soyombo, O., et al. 1994. Allergy 49, 230.
Flore, S., et al. 1992. J. Biol. Chem.267, 16168.
Badr, K.F., et al. 1989. Proc. Natl. Acad. Sci. USA86, 3438.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Flammable (J)

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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