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(±)14,15-DiHETE Exclusive

Cayman Chemical Item Number 10006998

(±)14,15-dihydroxy-eicosa-5,8,11,17-Tetraenoic Acid

(±)14,15-DiHETE

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Description

Eicosapentaenoic acid (EPA) is an ω-3 fatty acid abundantly available in marine organisms. 14,15-DiHETE is one of the major metabolites produced when EPA is incubated with rat liver microsomes and a rat colitis homogenate.1,2 The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the ω-6 double bond followed by conversion to the vicinal diols by epoxide hydrolase.3 14,15-DiHETE is excreted in significant quantities by humans ingesting fish oil supplements.4

1 VanRollins, M., Frade, P.D., and Carretero, O.A. Oxidation of 5,8,11,14,17-eicosapentaenoic acid by hepatic and renal microsomes. Biochim Biophys Acta 996 133-149 (1988).

2 Yamane, M., Abe, A., and Yamane, S. High-performance liquid chromatography-thermospray mass spectrometry of epoxy polyunsaturated fatty acids and epoxyhydroxy polyunsaturated fatty acids from an incubation mixture of rat tissue homogenate. J Chromatogr B 652 123-136 (1994).

3 VanRollins, M., Baker, R.C., Sprecher, H., et al. Oxidation of docosahexaenoic acid by rat liver microsomes. J Biol Chem 259 5776-5783 (1984).

4 Knapp, H.R., Miller, A.J., and Lawson, J.A. Urinary excretion of diols derived from eicosapentaenoic acid during N-3 fatty acid ingestion. Prostaglandins 42 47-53 (1991).

Synonyms
  • (±)14,15-dihydroxy-eicosa-5,8,11,17-Tetraenoic Acid
Formal Name 14,​15-​dihydroxy-​5Z,​8Z,​11Z,​17Z-​eicosatetraenoic acid
Molecular Formula C20H32O4
Formula Weight 336.5
Formulation A solution in ethanol
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CC/C=C\C[C@@H]​(O)​[C@@H]​(O)​C/C=C\C/C=C\C/C=C\CCCC(=O)​O

Background Reading

Yamane, M., Abe, A., and Yamane, S. High-performance liquid chromatography-thermospray mass spectrometry of epoxy polyunsaturated fatty acids and epoxyhydroxy polyunsaturated fatty acids from an incubation mixture of rat tissue homogenate. J Chromatogr B 652 123-136 (1994).

Knapp, H.R., Miller, A.J., and Lawson, J.A. Urinary excretion of diols derived from eicosapentaenoic acid during N-3 fatty acid ingestion. Prostaglandins 42 47-53 (1991).

VanRollins, M., Frade, P.D., and Carretero, O.A. Oxidation of 5,8,11,14,17-eicosapentaenoic acid by hepatic and renal microsomes. Biochim Biophys Acta 996 133-149 (1988).

VanRollins, M., Baker, R.C., Sprecher, H., et al. Oxidation of docosahexaenoic acid by rat liver microsomes. J Biol Chem 259 5776-5783 (1984).

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(±)14,15-DiHETE is available in the following screening library:

Size Price Quantity Subtotal
25 µg $69.00 $0.00
50 µg $131.00 $0.00
100 µg $248.00 $0.00
250 µg $552.00 $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 2012-05-25. 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.

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