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

12(R)-HETE

Cayman Chemical Item Number 34560

(CAS 82337-46-0)

12(R)-HETE (CAS 82337-46-0)

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Description

Biosynthesis of 12(R)-HETE in invertebrates is via lipoxygenation of arachidonic acid.1 In mammals, 12(R)-HETE can be produced by 12(R)-LOs and also by CYP450 oxidation.2,3 The activity of 12(R)-HETE in mammals is predominantly proinflammatory.2 12(R)-HETE exhibits dose-dependent leukocyte chemotaxis at concentrations as low as 100 nM, and lowers intraocular pressure in rabbits.

1 Hawkins, D.J., and Brash, A.R. Eggs of the sea urchin, Strongylocentrotus purpuratus, contain a prominent (11R) and (12R) lipoxygenase activity. J Biol Chem 262 7629-7634 (1987).

2 Schwartzman, M.L., Balazy, M., Masferrer, J., et al. 12(R)-Hydroxyeicosatetraenoic acid: A cytochrome P450-dependent arachidonate metabolite that inhibits Na+,K+-ATPase in the cornea. Proc Natl Acad Sci USA 84 8125-8129 (1987).

3 Capdevila, J., Yadagiri, P., Manna, S., et al. Absolute configuration of the hydroxyeicosatetraenoic acids (HETEs) formed during catalytic oxygenation of arachidonic acid by microsomal cytochrome P-450. Biochem Biophys Res Commun 141 1007-1011 (1986).

Formal Name 12R-​hydroxy-​5Z,​8Z,​10E,​14Z-​eicosatetraenoic acid
CAS Number 82337-46-0
Molecular Formula C20H32O3
Formula Weight 320.5
Formulation A solution in ethanol
Purity ≥98%
λmax 236 nm
ε 27
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C[C@@H]​(O)​\C=C\C=C\C/C=C\CCCC(=O)​O

Background Reading

Schwartzman, M.L., Balazy, M., Masferrer, J., et al. 12(R)-Hydroxyeicosatetraenoic acid: A cytochrome P450-dependent arachidonate metabolite that inhibits Na+,K+-ATPase in the cornea. Proc Natl Acad Sci USA 84 8125-8129 (1987).

Capdevila, J., Yadagiri, P., Manna, S., et al. Absolute configuration of the hydroxyeicosatetraenoic acids (HETEs) formed during catalytic oxygenation of arachidonic acid by microsomal cytochrome P-450. Biochem Biophys Res Commun 141 1007-1011 (1986).

Hawkins, D.J., and Brash, A.R. Eggs of the sea urchin, Strongylocentrotus purpuratus, contain a prominent (11R) and (12R) lipoxygenase activity. J Biol Chem 262 7629-7634 (1987).
Size Price Quantity Subtotal
25 µg $105.00 $0.00
50 µg $200.00 $0.00
100 µg $378.00 $0.00
250 µg $840.00 $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.

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