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Merck
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Principaux documents

A9135

Sigma-Aldrich

Ethyl arachidonate

≥98.5% (GC), liquid

Synonyme(s) :

5,8,11,14-Eicosatetraenoic acid ethyl ester, Arachidonic acid ethyl ester

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About This Item

Formule empirique (notation de Hill) :
C22H36O2
Numéro CAS:
Poids moléculaire :
332.52
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25
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Source biologique

fungus

Essai

≥98.5% (GC)

Forme

liquid

Groupe fonctionnel

ester

Type de lipide

omega FAs

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC

InChI

1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-

Clé InChI

SNXPWYFWAZVIAU-GKFVBPDJSA-N

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Catégories apparentées

Actions biochimiques/physiologiques

Arachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation. AA is subsequently metabolized to prostaglandins and thromboxanes by at least two cyclooxygenase (COX) isoforms, to leukotrienes and lipoxins by lipoxygenases, and to epoxyeicosatrienoic acids via p450-catalyzed metabolism. AA and its metabolites play important roles in a variety of biological processes, including signal transduction, contraction, chemotaxis, and cell proliferation, differentiation and apoptosis. AA has been demonstrated to bind to the α subunit of G protein and inhibit the activity of Ras GTPase-activating proteins (GAPs). Cellular uptake of AA is energy dependent and involves protein-facilitated transport across the plasma membrane.

Conditionnement

Sealed ampule.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Enrique M Ostrea et al.
Alcoholism, clinical and experimental research, 30(7), 1152-1159 (2006-06-24)
Biomarkers of fetal exposure to alcohol are important to establish so that early detection and intervention can be made on these infants to prevent undesirable outcomes. The aim of this study was to analyze long-chain fatty acid ethyl esters (FAEEs)
Hao Wang et al.
Alcohol (Fayetteville, N.Y.), 83, 29-35 (2019-06-09)
Problems of stability were found for biomarkers of alcohol consumption: ethyl glucuronide (EtG), ethyl sulfate (EtS), phosphatidylethanols (PEths), and fatty acid ethyl esters (FAEEs) in whole blood. The purpose of this study was to establish a method for the determination
Eiichiro Ishido et al.
Bioscience, biotechnology, and biochemistry, 66(1), 73-77 (2002-02-28)
Two polyunsaturated fatty acids (PUFAs) or their esters were mixed, and their oxidation processes were measured at 65 degrees C and ca. 0% relative humidity. Except when a PUFA ester was mixed with a free PUFA, the oxidation of the
O Holian et al.
Biochemical and biophysical research communications, 160(3), 1110-1116 (1989-05-15)
Purified rat pancreas protein kinase C (PKC) is activated by unsaturated free fatty acids (oleic and arachidonic). The ethyl esters of these fatty acids are ineffective as enzyme activators. However, when the ethyl esters are added in combination with a
The improvement in endotoxin-induced redistribution of organ blood flow by inhibition of thromboxane and prostaglandin synthesis.
G E Tempel et al.
Advances in shock research, 7, 209-218 (1982-01-01)

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