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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

8-iso Prostaglandin F2α Ethanolamide

Cayman Chemical Item Number 10005764

8-Isoprostane Ethanolamide; 8-epi PGF2α Ethanolamide; 8-iso PGF2α Ethanolamide; iPF2α-III Ethanolamide

8-iso Prostaglandin F2α Ethanolamide

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Description

It has been reported that anandamide (AEA) can be used directly by cyclooxygenase-2 and specific prostaglandin H2 (PGH2) isomerases to produce ethanolamide congeners of the classical PGs, including PGF2α.1 PGF2α ethanolamide has also been reported to be biosynthesized by this mechanism when AEA was infused into the lung and liver of fatty acid amide hydrolase-deficient mice.2 However, the accumulation of AEA can also lead to isoprostane-type peroxidative decomposition. 8-iso PGF2α ethanolamide is a standard that allows one to distinguish these non-enzymatic decomposition products from “prostamides” that could be of enzymatic origin.

1 Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. J Biol Chem 240 1019-1024 (1965).

2 Weber, A., Ni, J., Ling, K.J., et al. Formation of prostamides from anandamide in FAAH knockout mice analyzed HPLC with tandem mass spectrometry. J Lipid Res 45 757-763 (2004).

Synonyms
  • 8-Isoprostane Ethanolamide
  • 8-epi PGF2α Ethanolamide
  • 8-iso PGF2α Ethanolamide
  • iPF2α-III Ethanolamide
Formal Name N-​(2-​hydroxyethyl)-​9α,​11α,​15S-​trihydroxy-​(8β)-​prosta-​5Z,​13E-​dien-​1-​amide
Molecular Formula C22H39NO5
Formula Weight 397.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@@H]​1[C@@H]​(C/C=C\CCCC(N([H]​)​CCO)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCCCC)​[C@H]​(O)​C1

Background Reading

Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. J Biol Chem 240 1019-1024 (1965).

Weber, A., Ni, J., Ling, K.J., et al. Formation of prostamides from anandamide in FAAH knockout mice analyzed HPLC with tandem mass spectrometry. J Lipid Res 45 757-763 (2004).

8-iso Prostaglandin F2α Ethanolamide is available in the following screening library:

Size Price Quantity Subtotal
100 µg $38.00 $0.00
500 µg $171.00 $0.00
1 mg $304.00 $0.00
5 mg $1,330.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

8-iso Prostaglandin F2α
Prostaglandin F2α Ethanolamide
Prostaglandin F2α Ethanolamide-d4

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