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Arachidonic acid

Arachidonic acid

Synonyms 5,8,11,14-Eicosatetraenoic Acid; (all-Z)-5,8,11,14-Eicosatetraenoic acid; cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid; Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid; Immunocytophyte

CAS Number: 506-32-1 Molecular Formula: C20H32O2 Molecular Weight: 304.474 g/mol

Beilstein Registry Number: 1713889 EC Number: 208-033-4 MDL Number: MFCD00004417

SKU 02150384-CF
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Description

Product Description

Arachidonic Acid

Usage Statement

Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.

Key Applications

Activates protein kinase C

Specifications
SKU 02150384-CF
Alternate Names 5,8,11,14-Eicosatetraenoic Acid; (all-Z)-5,8,11,14-Eicosatetraenoic acid; cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid; Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid; Immunocytophyte
Base Catalog Number 150384
Beilstein Registry Number 1713889
Biochemical Physiological 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 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.
Boiling Point 170 °C at 1.50E-01 mm Hg
CAS # 506-32-1
EC Number 208-033-4
Format Liquid
Hazard Statements May form explosive peroxides.
Melting Point -49.5 °C
Molecular Formula C20H32O2
Molecular Weight 304.474 g/mol
Personal Protective Equipment Eyeshields, Faceshields, Gloves, half-mask respirator, multi-purpose combination respirator cartridge
Purity >98%
Refractive Index n20/D 1.4872(Lit.)
RTECS Number CE6675000
Usage Statement Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.