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PHOME Exclusive

Cayman Chemical Item Number 10009134

(CAS 1028430-42-3)

PHOME (CAS 1028430-42-3)

See more	Enzyme Activity (146) Fluorescence (90) Enzyme Substrates (8) Endocrinology (335) Hypertension (90)

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%
λ_max	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).

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PHOME is available in the following screening library:

Bio-active Lipid I Screening Library (96-Well)

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

Pricing updated 2012-02-12. 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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