A3555

Arachidonic acid

from Porcine liver, BioReagent, suitable for cell culture, ≥99% (GC)

• 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 CAS: 506-32-1
• Peso molecular: 304.47
• EC Number: 208-033-4
• UNSPSC Code: 12352200
• PubChem Substance ID: 24890784
• Beilstein/REAXYS Number: 1713889
• MDL number: MFCD00004417

Propiedades

• biological source: Porcine liver
• product line: BioReagent
• assay: ≥99% (GC)
• form: liquid
• technique(s): cell culture | mammalian: suitable
• color: clear colorless to very faintly yellow
• refractive index: n20/D 1.4872 (lit.)
• bp: 169-171 °C/0.15 mmHg (lit.)
• mp: −49 °C (lit.)
• solubility: absolute ethanol: 10 mg/mL
• density: 0.922 g/mL at 25 °C (lit.)
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: 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-
• InChI key: YZXBAPSDXZZRGB-DOFZRALJSA-N

Descripción

Biochem/physiol Actions

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) .

Packaging

Sealed ampule.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Clase de almacenamiento: 10 - Combustible liquids
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup