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A0580 Sigma

Arachidonylethanolamide

≥97.0% (TLC), oil

Synonym: AEA, Anandamide (20:4, n-6), Anandamide, Arachidonic acid N-(hydroxyethyl)amide

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Properties

Related Categories Biochemicals and Reagents, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience, Core Bioreagents,
InChI Key   LGEQQWMQCRIYKG-DOFZRALJSA-N
assay   ≥97.0% (TLC)
form   oil
drug control   regulated under CDSA - not available from Sigma-Aldrich Canada
color   colorless to light yellow
solubility   ethanol: soluble
density   0.92 g/mL at 25 °C(lit.)
shipped in   dry ice
storage temp.   −20°C
Gene Information   rat ... Cnr1(25248)

Description

Frequently Asked Questions

Frequently Asked Questions are available for this Product.

Biochem/physiol Actions

An arachidonic acid derivative that is an endogenous ligand for the CB cannabinoid receptor and for the VR1 vanilloid receptor. Inhibits calcium currents in neuroblastomas and neurons. Activates the MAP kinase signaling pathway. Inhibits proliferation and induces apoptosis of lymphocytes and human breast cancer cells.

Caution

Protect from light and moisture.

Packaging

5, 25 mg in ampule

Price and Availability


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Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
JX3842500

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis. These documents are located on the product detail page under Useful Links & Tools. Click on the following link to search for a Certificate of Analysis. Please click the following link to see the details on our Product Dating Information.
How do I get lot-specific information or a Certificate of Analysis?
A Certificate of Analysis is available by lot number and can be obtained through our Advanced Search Option: http://www.sigmaaldrich.com/catalog/AdvancedSearchPage.do
How do I find price and availability?
There are several ways to find pricing and availability for our products.  Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers. 
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS. To access the shipping information for this material, use the link on the product detail page for the product, or search here. 
My question is not addressed here, how can I contact Technical Service for assistance?
Use the option to the right to "Ask a Question" by email of a Technical Service Scientist.
How to dissolve Product A0580, Arachidonylethanolamide?
Arachidonylethanolamide (also known as anandamide) is soluble in ethanol (100 mM) and in DMSO (10 mg/ml) and is poorly soluble in water.  Hydroxypropyl -ß cyclodextran has been reported to increase the aqueous solubility and stability of anandamide. Jarho, P. et al., Life Sciences, 58, 181 (1996).
Can solutions of Product A0580, Arachidonylethanolamide, be stored?
Sigma has not evaluated the solution stability of this product.  Solutions in ethanol, stored under argon at -20°C, have been reported (see Schuel, H.. et al., Proc. Nat. Acad. Sci., USA, 91, 7678-7682 (1994) and Spivak, C.E., Mol. Pharmacol., 72, 1024-1032 (2007)).  If solutions are to be stored, it would be best to use a degassed solvent or solvent purged with argon. Store solutions under argon in the freezer, at -20°C or colder.  Store solutions protected from light and oxygen to prevent the oxidation of the double bonds.   
Is Product A0580, Arachidonylethanolamide, a solution?
No, the product is naturally an oily liquid. An approximate molarity for the liquid is 2.6 M (based on a molecular weight of 347.5 g/mole and an approximate density of 0.92 g/mL at 25°C).
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Protocols & Articles
Peer-Reviewed Papers
15

References

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