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Description
- Occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and is a constituent of animal phosphatides.
- 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).
- 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
| Color | Colorless |
| Density | 0.922g/mL |
| Assay Percent Range | >98% |
| Quantity | 10 mg |
| 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 |
| Molecular Weight (g/mol) | 304.474 |
| Formula Weight | 304.5 |
| Physical Form | Liquid |
| Chemical Name or Material | Arachidonic acid |
Safety and Handling
| storageNote1 | Protect from light. |
| Recommended Storage | Store at 0°C. |
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