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S-NEPC Exclusive

Cayman Chemical Item Number 10008609

S-NEPC

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Description

Cytochrome P450 metabolites of arachidonic acid, such as 11(12)-EpETrE and 14(15)-EpETrE have been identified as endothelium derived hyperpolarizing factors with vasodilator activity.1 Soluble epoxide hydrolase (sEH) catalyzes the conversion of EpETrEs to the corresponding DiHETrEs thereby diminishing their activity.2 Inhibitors of sEH may therefore have clinical utility for treating hypertension and systemic inflammation.3,4 S-NEPC is a colorimetric substrate used to measure sEH activity.5,6 It also is a substrate for Glutathione S-transferase, microsomal epoxide hydrolase and porcine liver carboxylesterase.5 Hydrolysis of S-NEPC by sEH yields 4-nitrophenol which can be quantified spectrophotometrically at 405 nm. S-NEPC is adaptable for use in 96-well microwell plate readers.

1 Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol Res 49 525-533 (2004).

2 Morisseau, C., Goodrow, M.H., Newman, J.W., et al. Structural refinement of inhibitors of urea-based soluble epoxide hydrolases. Biochem Pharmacol 63 1599-1608 (2002).

3 Imig, J.D., Zhao, X., Zaharis, C.Z., et al. An orally active epoxide hydrolase inhibitor lowers blood pressure and provides renal protection in salt-sensitive hypertension. Hypertension 46(2) 975-981 (2005).

4 Schmelzer, K.R., Kubala, L., Newman, J.W., et al. Soluble epoxide hydrolase is a therapeutic target for acute inflammation. Proc Natl Acad Sci USA 102(28) 9772-9777 (2005).

5 Dietze, E.C., Kuwano, E., and Hammock, B.D. Spectrophotometric substrates for cytosolic epoxide hydrolase. Anal Biochem 216 176-187 (1994).

6 Jones, P.D., Wolf, N.M., Morisseau, C., et al. Fluorescent substrates for soluble epoxide hydrolase and application to inhibition studies. Anal Biochem 343 66-75 (2005).

Formal Name 4-​nitrophenyl-​2S,​3S-​epoxy-​3 phenylpropyl carbonate
Molecular Formula C16H13NO6
Formula Weight 315.3
Formulation A crystalline solid
Purity ≥98%
λmax 213, 266 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(OC1=CC=C([N+]​([O-]​)​=O)​C=C1)​OC[C@H]​2[C@@H]​(O2)​C3=CC=CC=C3

Background Reading

Morisseau, C., Goodrow, M.H., Newman, J.W., et al. Structural refinement of inhibitors of urea-based soluble epoxide hydrolases. Biochem Pharmacol 63 1599-1608 (2002).

Schmelzer, K.R., Kubala, L., Newman, J.W., et al. Soluble epoxide hydrolase is a therapeutic target for acute inflammation. Proc Natl Acad Sci USA 102(28) 9772-9777 (2005).

Jones, P.D., Wolf, N.M., Morisseau, C., et al. Fluorescent substrates for soluble epoxide hydrolase and application to inhibition studies. Anal Biochem 343 66-75 (2005).

Dietze, E.C., Kuwano, E., and Hammock, B.D. Spectrophotometric substrates for cytosolic epoxide hydrolase. Anal Biochem 216 176-187 (1994).

Imig, J.D., Zhao, X., Zaharis, C.Z., et al. An orally active epoxide hydrolase inhibitor lowers blood pressure and provides renal protection in salt-sensitive hypertension. Hypertension 46(2) 975-981 (2005).

Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol Res 49 525-533 (2004).

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S-NEPC is available in the following screening library:

Size Price Quantity Subtotal
1 mg $15.00 $0.00
5 mg $68.00 $0.00
10 mg $120.00 $0.00
25 mg $263.00 $0.00
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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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