See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

PHOME Exclusive

Cayman Chemical Item Number 10009134

(CAS 1028430-42-3)

PHOME (CAS 1028430-42-3)

See more

Description

EpETrE metabolizes 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 PHOME is a fluorogenic substrate for human sEH which displays good aqueous stability and solubility making it ideal for high throughput screening (HTS) programs. Hydrolysis of the substrate yields a highly fluorescent product that can be monitored at excitation and emission wavelengths of 330 and 465 nm, respectively. This fluorescent assay has a sensitivity that is 100 times greater than previously used spectrophotometric assays.5 NOTE: This substrate should only be used with the pure EH. If this substrate is used with crude enzyme preparations it is critical that all esterase activity is removed or inhibited, such as with organophosphate or a trifluoroketone inhibitor, and that glutathione is depleted and/or glutathione S-transferase is inhibited.

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 Wolf, N.M., Morisseau, C., Jones, P.D., et al. Development of a high-throughput screen for soluble epoxide hydrolase inhibition. Anal Biochem 355 71-80 (2006).

Formal Name 3-​phenyl-​cyano(6-​methoxy-​2-​naphthalenyl)methyl ester-​2-​oxiraneacetic acid
CAS Number 1028430-42-3
Molecular Formula C23H19NO4
Formula Weight 373.4
Formulation A crystalline solid
Purity ≥98%
λmax 234 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
COc1ccc2cc(ccc2c1)​C(CN)​OC(=O)​CC1OC1c1ccccc1

Background Reading

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

Brownstein, M.J., Russell, J.T., and Gainer, H. Synthesis, transport, and release of posterior pituitary hormones. Science 207 373-378 (1980).

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).

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).

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).

Show all 5 Hide all but first 3

PHOME is available in the following screening library:

Size Price Quantity Subtotal
1 mg $21.00 $0.00
5 mg $95.00 $0.00
10 mg $168.00 $0.00
50 mg $735.00 $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.

Related Products

(±)11,12-DHET
11(12)-EET
(±)14,15-DHET
14(15)-EET
AUDA Exclusive
CUDA Exclusive
Epoxy Fluor 7 Exclusive
S-NEPC Exclusive
Show all 8 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?