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437725

Sigma-Aldrich

Lipoxin A4, 15-epi

Lipoxin A₄, 15-epi, CAS 171030-11-8, is an epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4.

Synonym(s):

Lipoxin A4, 15-epi, LXA₄-15-epi, 15( R)-LXA₄, Aspirin-triggered LXA₄, (5 S,6 R,15 R)-5,6,15-Trihydroxy-7,9,13- trans-11- cis-eicosatetraenoic acid, LXA₄-15-epi, 15(R)-LXA₄, Aspirin-triggered LXA₄, (5S,6R,15R)-5,6,15-Trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
Molecular Weight:
352.47
UNSPSC Code:
12352211
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

shipped in

wet ice

storage temp.

−70°C

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+

InChI key

IXAQOQZEOGMIQS-CRSXNMAESA-N

General description

A epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4. Exhibits anti-inflammatory properties and serves as a "stop signal" to excessive leukocyte trafficking/infiltration. Blocks TNF-α-induced IL-8 release in human enterocyte. It is also an important modulator of the many pharmacological actions caused by aspirin.
An epimeric lipoxin A4 (Cat. No. 437720) analog that is more potent and metabolically stable than LXA4. Exhibits anti-inflammatory properties and serves as a "stop signal" to excessive leukocyte trafficking/infiltration. Reported to block TNF-α-induced IL-8 release in human enterocytes. Also reported to be an important modulator of the pharmacological actions of aspirin.



Caution! Product contains volatile liquid; keep cold at all times.
Caution! Product contains volatile liquid. Keep product cold at all times.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Exhibits anti-inflammatory properties
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Flammable (J)

Physical form

In Ethanol.

Reconstitution

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.
Wallace, J.L., and Fiorucci, S. 2003. Trends Pharmacol. Sci.24, 323.
Filep, J.G., et al. 2002. Adv. Exp. Med. Biol.507, 223.
Titos, E., et al. 1999. Am. J. Physiol.277, C870.
Gronert, K., et al. 1998. J. Exp. Med.187, 1285.
Maddox, J.F., et al. 1997. J. Biol. Chem.272, 6972.
Claria, J., et al. 1996. Mol. Med.2, 583.
Claria, J., and Serhan, C.N. 1995. Proc. Natl. Acad. Sci. USA92, 9475.
Serhan, C.N., et al. 1995. Biochemistry34, 14609.

Legal Information

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

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

55.4 °F

Flash Point(C)

13 °C


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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