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L0521

Sigma-Aldrich

Lipoxin A4

ethanol solution

Synonym(s):

(5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid

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25 μG
$1,140.00

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25 μG
$1,140.00

About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
89663-86-5
Molecular Weight:
352.47
EC Number:
200-578-6
MDL number:
MFCD00065845
UNSPSC Code:
12352211
PubChem Substance ID:
24896257
NACRES:
NA.77

$1,140.00

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form

ethanol solution

Quality Level

200

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

Biochem/physiol Actions

Lipoxin A4 (LXA4) is synthesized from arachidonic acid and is an endogenous lipoxygenase-derived eicosanoid mediator.[1] It is a potent human protein kinase C activator. It inhibits cytotoxicity of natural killer cells.[2] LXA4 regulates the immune system and inflammation. In the brain, it modulates neuronal signaling and slow wave sleep. LXA4 binds to cannabinoid receptors.[3] LXA4 plays a key role in the maintenance of endometrium and reproductive function.[4] Depletion of LXA4 contributes to the pathophysiology of cystic fibrosis (CF).[5]

Packaging

Packaged under argon.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

55.4 °F

flash_point_c

13 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLCQ7104
SLCN6184
SLBT7048
SLBS9136
SLBR3625V

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Stephanie G Dakin et al.
Scientific reports, 7(1), 11009-11009 (2017-09-10)
The mechanisms underpinning the failure of inflammation to resolve in diseased musculoskeletal soft tissues are unknown. Herein, we studied bioactive lipid mediator (LM) profiles of tendon-derived stromal cells isolated from healthy donors and patients with chronic tendinopathy. Interleukin(IL)-1β treatment markedly
The role of lipoxin A 4 in endometrial biology and endometriosis.
Canny GO and Lessey BA
Mucosal Immunology, 6(3), 439-439 (2013)
Ioannis Kourtzelis et al.
Nature immunology, 20(1), 40-49 (2018-11-21)
Resolution of inflammation is essential for tissue homeostasis and represents a promising approach to inflammatory disorders. Here we found that developmental endothelial locus-1 (DEL-1), a secreted protein that inhibits leukocyte-endothelial adhesion and inflammation initiation, also functions as a non-redundant downstream
Romain A Colas et al.
Infection and immunity, 86(4) (2018-01-24)
Trypanosoma cruzi is a protozoan parasite that causes Chagas disease (CD). CD is a persistent, lifelong infection affecting many organs, most notably the heart, where it may result in acute myocarditis and chronic cardiomyopathy. The pathological features include myocardial inflammation
The lipoxin receptor ALX: potent ligand-specific and stereoselective actions in vivo.
Chiang N, et al.
Pharmacological Reviews, 58(3), 463-487 (2006)
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