A-122

Arachidonic acid

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

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

Propiedades

• grado: certified reference material
• formulario: liquid
• Características: Snap-N-Spike^®/Snap-N-Shoot^®
• envase: ampule of 1 mL
• fabricante / nombre comercial: Cerilliant^®
• concentración: 1.0 mg/mL in ethanol
• técnicas: gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• índice de refracción: n20/D 1.4872 (lit.)
• bp: 169-171 °C/0.15 mmHg (lit.)
• mp: −49 °C (lit.)
• densidad: 0.922 g/mL at 25 °C (lit.)
• aplicaciones: clinical testing
• formato: single component solution
• temp. de almacenamiento: −20°C
• cadena 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-
• Clave InChI: YZXBAPSDXZZRGB-DOFZRALJSA-N

Descripción

Descripción general

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.

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

Información legal

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

Información de seguridad

• Pictogramas: GHS02,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H225 - H319
• Consejos de prudencia: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Flam. Liq. 2
• Código de clase de almacenamiento: 3 - Flammable liquids
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): 57.2 °F - closed cup
• Punto de inflamabilidad (°C): 14.0 °C - closed cup