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Arachidonic Acid, MP Biomedicals™
Description
Arachidonic acid (AA) is an unsaturated ω-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 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). Arachidonic acid plays a key role in cellular regulation and is controlled through multiple interconnected pathways. Changes in arachidonic acid levels correspond to the synthesis of eicosanoids resulting from receptor-stimulated lipid hydrolysis.It activates protein kinase C. Arachidonic acid serves as a precursor to numerous eicosanoids as well as other bioactive molecules.
Specifications
Specifications
| CAS | 506-32-1 |
| Melting Point | -49°C (literature) |
| Density | 0.922g/mL (Lit.) |
| Boiling Point | 170°C (0.2 mmHg (literature)) |
| Molecular Formula | C20H32O2 |
| Refractive Index | n20/D 1.4872 (Lit.) |
| Quantity | 1 g |
| Synonym | arachidonic acid, arachidonate, immunocytophyte, all-z-5,8,11,14-eicosatetraenoic acid, 5z,8z,11z,14z-icosa-5,8,11,14-tetraenoic acid, cis-5,8,11,14-eicosatetraenoic acid, 5,8,11,14-eicosatetraenoic acid, all-z, all-cis-5,8,11,14-eicosatetraenoic acid, unii-27yg812j1i, 5z,8z,11z,14z-eicosatetraenoic acid |
| InChI Key | YZXBAPSDXZZRGB-DOFZRALJSA-N |
| SMILES | CCCCCC=CCC=CCC=CCC=CCCCC(=O)O |
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Safety and Handling
- Arachidonic Acid
- Warning
- Acute toxicity Category 4
- Serious eye damage/eye irritation Category 2
- Skin corrosion/irritation Category 2
- Specific target organ toxicity Category 3
- H302-Harmful if swallowed.
- H312-Harmful in contact with skin.
- H315-Causes skin irritation.
- H319-Causes serious eye irritation.
- H332-Harmful if inhaled.
- H335-May cause respiratory irritation.
- P101-If medical advice is needed, have product container or label at hand.
- P102-Keep out of reach of children.
- P103-Read label before use.
- P261-Avoid breathing dust/fume/gas/mist/vapours/spray.
- P280-Wear protective gloves/protective clothing/eye protection/face protection.
- P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P321-Specific treatment (see on this label).
- P405-Store locked up.
- P501b-Dispose of contents/container in accordance with local/regional/national/international regulations.
- MIXTURE LIST-Contains : cis,cis,cis,cis-5,8,11,14-eicosatetraenoic acid
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