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(±)19,20-DiHDPA

Cayman Chemical Item Number 10007001

(±)19,20-DiHDoPE

(±)19,20-DiHDPA

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Description

Docosahexaenoic acid (DHA) is an essential fatty acid and the most abundant ω-3 fatty acid in neural tissues, especially in the retina and brain.1 (±)19,20-DiHDPA is one of the major metabolites produced when DHA is incubated with NADPH-supplemented rat liver microsomes.2 DHA is also slowly metabolized by monkey seminal vesicles to (±)19,20-DiHDPA.3 The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the ω-3 double bond, followed by conversion to the vicinal diols by epoxide hydrolase.2,3

1 Salem, N., Kim, H., and Yergey, J.A. Docosahexaenoic acid: Membrane function and metabolism. 263-317 (1986).

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

3 Oliw, E.H., and Sprecher, H.W. Metabolism of polyunsaturated (n-3) fatty acids by monkey seminal vesicles: Isolation and biosynthesis of omega-3 epoxides. Biochim Biophys Acta 1086 287-294 (1991).

Synonyms
  • (±)19,20-DiHDoPE
Formal Name (±)19,​20-​dihydroxy-​4Z,​7Z,​10Z,​13Z,​16Z-​docosapentaenoic acid
Molecular Formula C22H34O4
Formula Weight 362.5
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CC[C@@H]​(O)​[C@@H]​(O)​C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)​O

Background Reading

Salem, N., Kim, H., and Yergey, J.A. Docosahexaenoic acid: Membrane function and metabolism. 263-317 (1986).

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

Oliw, E.H., and Sprecher, H.W. Metabolism of polyunsaturated (n-3) fatty acids by monkey seminal vesicles: Isolation and biosynthesis of omega-3 epoxides. Biochim Biophys Acta 1086 287-294 (1991).

(±)19,20-DiHDPA is available in the following screening library:

Size Price Quantity Subtotal
50 µg $69.00 $0.00
100 µg $131.00 $0.00
500 µg $552.00 $0.00
1 mg $966.00 $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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