A-122

Arachidonic acid

1.0 mg/mL in ethanol, certified reference material, Cerilliant^®

• Sinônimo(s): cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Fórmula linear: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• Número CAS: 506-32-1
• Peso molecular: 304.47
• Beilstein: 1713889
• Número MDL: MFCD00004417
• Código UNSPSC: 12352211
• ID de substância PubChem: 329770689
• NACRES: NA.24

Propriedades

• grau: certified reference material
• Formulário: liquid
• Características: Snap-N-Spike^®/Snap-N-Shoot^®
• embalagem: ampule of 1 mL
• fabricante/nome comercial: Cerilliant^®
• concentração: 1.0 mg/mL in ethanol
• técnica(s): gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• índice de refração: n20/D 1.4872 (lit.)
• p.e.: 169-171 °C/0.15 mmHg (lit.)
• pf: −49 °C (lit.)
• densidade: 0.922 g/mL at 25 °C (lit.)
• aplicação(ões): clinical testing
• Formato: single component solution
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
• InChI: 1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
• chave InChI: YZXBAPSDXZZRGB-DOFZRALJSA-N

Descrição

Descrição geral

A Certified Spiking Solution^® suitable for use in mass spectrometry-based fatty acid testing applications such as assessment of cardiovascular disease risk and fatty acid deficiency, and detection and quantification of arachidonic acid in nutraceuticals and dietary supplements. Arachidonic acid (cis-5,8,11,14), sometimes referred to as AA or ARA, is a polyunsaturated omega-6 fatty acid. Studies suggests that ARA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders.

Ações bioquímicas/fisiológicas

Arachidonic acid (AA) is an unsaturated ω⁶ 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 cytochrome p450-catalyzed metabolism. AA and its metabolites play important roles in a variety of biological processes, including signal transduction, smooth muscle contraction, chemotaxis, cell proliferation and differentiation, and apoptosis. AA has been demonstrated to bind to the a 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.

Arachidonic acid and its metabolites play important roles in a variety of biological processes, including signal transduction, smooth muscle contraction, chemotaxis, cell proliferation and differentiation, and apoptosis.

Arachidonic acid stimulates adhesion of MDA-MB-435 human metastatic cancer cells to extracellular matrix molecules (collagen IV and vitronectin) .

Informações legais

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

CERTIFIED SPIKING SOLUTION is a registered trademark of Cerilliant Corporation

Snap-N-Shoot is a registered trademark of Cerilliant Corporation

Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Pictogramas: GHS02,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H225,H319
• Declarações de precaução: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Classificações de perigo: Eye Irrit. 2 - Flam. Liq. 2
• Código de classe de armazenamento: 3 - Flammable liquids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): 57.2 °F - closed cup
• Ponto de fulgor (°C): 14.0 °C - closed cup