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Arachidonic acid, ≥98%, MP Biomedicals™

Product Code. 11493211 Shop All MP Biomedicals Products
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0.5 g
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Product Code. 11493211

Brand: MP Biomedicals 0215038480

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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.
TRUSTED_SUSTAINABILITY

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

Specifications

Color Colorless
Density 0.922g/mL
Assay Percent Range >98%
Quantity 100 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
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