References |
Formal Name |
(±)8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoic-16,16,17,17,18,18,19,19,20,20,20-d11 acid |
Molecular Formula |
C20H33D11O4 |
Formula Weight |
349.6 |
Formulation |
A solution in ethanol |
Purity |
≥99% deuterated product |
Stability |
1 year |
Storage |
-20°C |
Shipping |
Wet ice
in continental US; may vary elsewhere
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SMILES |
CCCCC/C=CC/C=CCC(O)C(O)C/C=CCCCC(=O)O
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Background Reading
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).
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).
Size |
Global Purchasing |
25 µg |
|
50 µg |
|
100 µg |
|
250 µg |
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Description
(±)8,9-DiHETrE-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-DiHETrE by GC- or LC-mass spectrometry. Epoxide hydrolases convert the EpETrEs into vicinal diols, with the concurrent loss of much of their biological activity.1 The 8(S),9(R)-EpETrE isomer is metabolized by platelet COX to form 8(S),9(R),11(R)-THETA, a trihydroxy fatty acid which may act as a renal vasoconstrictor.2
1
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).
2
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).
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