(±)5,6-Epoxyeicosa-8Z,11Z,14Z-trienoic acid

Potent vasodilator; stimulates insulin release



BML-EE56-1000	1 mg	951.00 USD
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Replaces Prod. #: ALX-340-059

Mobilizes Ca²⁺ in anterior pituitary cells. Stimulates insulin release from rat pancreatic islets. Potent stimulator of prolactin secretion. Potent vasodilator in the intestinal and cerebral microcirculation and in bovine coronary arteries. Endogenous TRPV4 agonist (K_i=150nM). Mediates angiotensin-induced natriuresis. Metabolized by cyclooxygenase.

Product Details

Formula:	C₂₀H₃₂O₃

MW:	320.5

Source:	Synthetic.

CAS:	81246-84-6

Concentration:	50µg/ml

Formulation:	Liquid. Solution in ethanol.

Purity:	≥90% (remainder hydroxylactone)

Solubility:	50mg/ml soluble in 100% ethanol, DMSO or dimetyl formamide; slightly soluble in PBS, pH 7.2 (1mg/ml).

Shipping:	Shipped on Dry Ice

Long Term Storage:	-80°C

Use/Stability:	For experiments with cells or tissues, aliquots of ethanol solutions may be added directly to aqueous media.

Handling:	Protect from air. After opening, prepare aliquots and store at -80°C.

Regulatory Status:	RUO - Research Use Only

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Product Literature References

Anandamide and arachidonic acid use epoxyeicosatrienoic acids to activate TRPV4 channels: H. Watanabe, et al.; Nature 424, 434 (2003), Abstract;

An epoxygenase metabolite of arachidonic acid 5,6 epoxy-eicosatrienoic acid mediates angiotensin-induced natriuresis in proximal tubular epithelium: M. Romero, et al.; Adv. Prostaglandin Thromboxane Leukot. Res. 21A, 205 (1991), Abstract;

Dilation of cerebral arterioles by cytochrome P-450 metabolites of arachidonic acid: E.F. Ellis, et al.; Am. J. Physiol. 259, H1171 (1990), Abstract;

Synthesis and biological activity of epoxyeicosatrienoic acids (EETs) by cultured bovine coronary artery endothelial cells: M. Rosolowsky, et al.; Adv. Prostaglandin Thromboxane Leukot. Res. 21A, 213 (1990), Abstract;

Epoxy derivatives of arachidonic acid are potent stimulators of prolactin secretion: J.R. Cashman, et al.; Neuroendocrinology 46, 246 (1987), Abstract;

Intestinal vasodilation by epoxyeicosatrienoic acids: arachidonic acid metabolites produced by a cytochrome P450 monooxygenase: K.G. Proctor, et al.; Circ. Res. 60, 50 (1987), Abstract;

5,6-Epoxyeicosatrienoic acid mobilizes Ca2+ in anterior pituitary cells: G. Snyder, et al.; BBRC 139, 1188 (1986), Abstract;

Epoxyeicosatrienoic acids stimulate glucagon and insulin release from isolated rat pancreatic islets: J.R. Falck, et al.; BBRC 114, 743 (1983), Abstract;