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A3555 Sigma

Arachidonic acid

from porcine liver, BioReagent, suitable for cell culture, ≥99% (GC)

Synonym: cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte

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Properties

Related Categories Arachidonic Acid, Arachidonic Acid Cascade, Biochemicals and Reagents, Cell Biology, Cell Culture,
biological source   from porcine liver
InChI Key   YZXBAPSDXZZRGB-DOFZRALJSA-N
product line   BioReagent
assay   ≥99% (GC)
form   liquid
color   clear colorless to very faintly yellow
refractive index   n20/D 1.4872(lit.)
bp   169-171 °C/0.15 mmHg(lit.)
mp   −49 °C(lit.)
solubility   absolute ethanol: soluble10 mg/mL
density   0.922 g/mL at 25 °C(lit.)
suitability   suitable for cell culture
shipped in   dry ice
storage temp.   −20°C

Description

Packaging

Sealed ampule.

Biochem/physiol 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) .

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Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
CE6675000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles

Articles

Lipid Induced Insulin Resistance

Obesity is a well-established risk factor for the development of insulin resistance. Obesity is associated with the increased deposition of lipids in non-adipose tissue with subsequent decreases in i...
Linda Stephenson, Ph.D.
Biofiles v6 n4, 9
Keywords: Angiogenesis, Antivirals, Apoptosis, Biological processes, Cardiovascular, Catalog, Catalysis, Cell culture, Cell proliferation, Deposition, Diabetes, Events, Gene expression, Growth factors, Hormones, Inflammation, Metabolism, Metabolites, Obesity, Phosphorylations, Physiological Processes, Reductions, Transcription, Transduction, Type

Peer-Reviewed Papers
15

References

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