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

(±)8(9)-EET-d11

Cayman Chemical Item Number 10009532

(±)8(9)-EpETrE-d11

(±)8(9)-EET-d11

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Description

(±)8(9)-EET-d11 contains 11 deuterium atoms at the 16, 16' , 17, 17' , 18, 18', 19, 19', 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of (±)8(9)-EET by GC- or LC-mass spectrometry (MS). (±)8(9)-EET is biosynthesized from arachidonic acid in rat and rabbit liver microsomes by CYP450.1,2 (±)8(9)-EET is a major P450 metabolite in the renal cortex.3 (±)8(9)-EET reduces GFR through cyclooxygenase-dependent preglomerular vasoconstriction.4

1 Chacos, N., Falck, J.R., Wixtrom, C., et al. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid. Biochem Biophys Res Commun 104 916-922 (1982).

2 Oliw, E.H., Guengerich, F.P., and Oates, J.A. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates. J Biol Chem 257 3771-3781 (1982).

3 Zhang, J.Y., Prakash, C., Yamashita, K., et al. Regiospecific and enantioselective metabolism of 8,9-epoxyeicosatrienoic acid by cyclooxygenase. Biochem Biophys Res Commun 183 138-143 (1992).

4 Katoh, T., Takahashi, K., Capdevila, J., et al. Glomerular stereospecific synthesis and hemodynamic actions of 8,9-epoxyeicosatrienoic acid in rat kidney. Am J Physiol 261 F578-F586 (1991).

Synonyms
  • (±)8(9)-EpETrE-d11
Formal Name (±)8(9)-​epoxy-​5Z,​8Z,​14Z-​eicosatrienoic-​16,​16,​17,​17,​18,​18,​19,​19,​20,​20,​20 acid
Molecular Formula C20H21D11O3
Formula Weight 331.5
Formulation A solution in ethanol
Purity ≥99% deuterated forms (d1-d11)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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OC(=O)​CCC/C=C\C[C@@H]​1O[C@@H]​1C/C=C\C/C=C\C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​[2H]​

Background Reading

Zhang, J.Y., Prakash, C., Yamashita, K., et al. Regiospecific and enantioselective metabolism of 8,9-epoxyeicosatrienoic acid by cyclooxygenase. Biochem Biophys Res Commun 183 138-143 (1992).

Katoh, T., Takahashi, K., Capdevila, J., et al. Glomerular stereospecific synthesis and hemodynamic actions of 8,9-epoxyeicosatrienoic acid in rat kidney. Am J Physiol 261 F578-F586 (1991).

Oliw, E.H., Guengerich, F.P., and Oates, J.A. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates. J Biol Chem 257 3771-3781 (1982).

Chacos, N., Falck, J.R., Wixtrom, C., et al. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid. Biochem Biophys Res Commun 104 916-922 (1982).

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Size Price Quantity Subtotal
10 µg $98.00 $0.00
25 µg $233.00 $0.00
50 µg $441.00 $0.00
Bulk Contact
Cart Total $0.00

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

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Warning This product is not for human or veterinary use.

Related Products

(±)8(9)-EET
(±)8(9)-EET Ethanolamide
(±)8(9)-EET methyl ester

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