A-122

Arachidonic acid

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

• Sinonimo/i: cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Formula condensata: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• Numero CAS: 506-32-1
• Peso molecolare: 304.47
• Beilstein: 1713889
• Numero MDL: MFCD00004417
• Codice UNSPSC: 12352211
• ID PubChem: 329770689
• NACRES: NA.24

Proprietà

• Grado: certified reference material
• Forma fisica: liquid
• Caratteristiche: Snap-N-Spike^®/Snap-N-Shoot^®
• Confezionamento: ampule of 1 mL
• Produttore/marchio commerciale: Cerilliant^®
• Concentrazione: 1.0 mg/mL in ethanol
• tecniche: gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• Indice di rifrazione: n20/D 1.4872 (lit.)
• P. eboll.: 169-171 °C/0.15 mmHg (lit.)
• Punto di fusione: −49 °C (lit.)
• Densità: 0.922 g/mL at 25 °C (lit.)
• applicazioni: clinical testing
• Formato: single component solution
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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-; YZXBAPSDXZZRGB-DOFZRALJSA-N

Descrizione

Descrizione generale

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.

Azioni biochim/fisiol

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) .

Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H319
• Consigli di prudenza: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Classi di pericolo: Eye Irrit. 2 - Flam. Liq. 2
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): 57.2 °F - closed cup
• Punto d’infiammabilità (°C): 14.0 °C - closed cup