Arachidonic acid, ≥98%, MP Biomedicals™

Description

Arachidonic Acid, >98%, Clear, Colorless Liquid, essential fatty acid, and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes.

• 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

Chemical Identifiers

• CAS: 506-32-1
• Molecular Formula: C20H32O2
• MDL Number: MFCD00004417
• PubChem CID: 444899
• ChEBI: CHEBI:15843
• IUPAC Name: (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
• SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)O

• 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.

WARNING: Cancer - www.P65Warnings.ca.gov