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11-deoxy Prostaglandin E1 Exclusive

Cayman Chemical Item Number 13510

11-deoxy PGE1 (CAS 37786-00-8)

11-deoxy Prostaglandin E1 (CAS 37786-00-8)

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Description

11-deoxy Prostaglandin E1 (11-deoxy PGE1) is a synthetic analog of PGE1. Early reports show that it is a selective agonist for the EP2 receptor but effective at much higher concentrations than PGE2.1,2 However, later studies show that it is a non-selective agonist of EP receptors and stimulates cAMP release in Jurkat cells with an EC50 of 0.25 µM.3 11-deoxy PGE1 also exhibits vasodepressor and bronchodilator responses in guinea pigs.4 11-deoxy PGE1 exhibits selectively for the mouse EP3 receptor and is essentially equipotent to PGE1 at this receptor subtype. The Ki values for binding to the mouse EP1, EP2, EP3, and EP4 receptors are 600, 45, 1.1, and 23 nM, respectively.5

1 Dong, Y.J., Jones, R.L., and Wilson, N.H. Prostaglandin E receptor subtypes in smooth muscle: Agonist activities of stable prostacyclin analogues. Br J Pharmacol 87 97-107 (1986).

2 Chen, J., and Woodward, D.F. Prostanoid-induced relaxation of precontracted cat ciliary muscle is mediated by EP2 and DP receptors. Invest Ophthamol Vis Sci 33 3195-3201 (1992).

3 De Vries, G.W., Guarino, P., McLaughlin, A., et al. An EP receptor with a novel pharmacological profile in the T-cell line Jurkat. Br J Pharmacol 115 1231-1234 (1995).

4 Hall, D.W.R., and Jaitly, K.D. Structure-activity relationships in a series of 11-deoxy prostaglandins. Prostaglandins 11 573-587 (1976).

5 Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

Synonyms
  • 11-deoxy PGE1
Formal Name 9-​oxo-​15S-​hydroxy-​prost-​13E-​en-​1-​oic acid
CAS Number 37786-00-8
Molecular Formula C20H34O4
Formula Weight 338.5
Formulation A crystalline solid
Purity ≥96%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@H]​(CCCCCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCCCC)​CC1

Background Reading

Chen, J., and Woodward, D.F. Prostanoid-induced relaxation of precontracted cat ciliary muscle is mediated by EP2 and DP receptors. Invest Ophthamol Vis Sci 33 3195-3201 (1992).

Mori, K., Tanaka, I., Kotani, M., et al. Gene expression of the human prostaglandin E receptor EP4 subtype: Differential regulation in monocytoid and lymphoid lineage cells by phorbol ester. J Mol Med 74 333-336 (1996).

Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

Hall, D.W.R., and Jaitly, K.D. Structure-activity relationships in a series of 11-deoxy prostaglandins. Prostaglandins 11 573-587 (1976).

Protzman, C.E., and Woodward, D.F. Prostanoid-induced blood-aqueous barrier breakdown in rabbits involves the EP2 receptor subtype. Invest Ophthamol Vis Sci 31 2463-2466 (1990).

Talpain, E., Armstrong, R.A., Coleman, R.A., et al. Characterization of the PGE receptor subtype mediating inhibition of superoxide production in human neutrophils. Br J Pharmacol 114 1459-1465 (1995).

Miledi, R., and Woodward, R.M. Membrane currents elicited by prostaglandins, atrial natriuretic factor and oxytocin in follicle-enclosed Xenopus oocytes. J Physiol 416 623-643 (1989).

De Vries, G.W., Guarino, P., McLaughlin, A., et al. An EP receptor with a novel pharmacological profile in the T-cell line Jurkat. Br J Pharmacol 115 1231-1234 (1995).

Dong, Y.J., Jones, R.L., and Wilson, N.H. Prostaglandin E receptor subtypes in smooth muscle: Agonist activities of stable prostacyclin analogues. Br J Pharmacol 87 97-107 (1986).

Jumblatt, M.M., and Paterson, C.A. Prostaglandin E2 effects on corneal endothelial cyclic adenosine monophosphate synthesis and cell shape are mediated by a receptor of the EP2 subtype. Invest Ophthamol Vis Sci 32 360-365 (1991).

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11-deoxy Prostaglandin E1 is available in the following screening library:

Size Price Quantity Subtotal
500 µg $24.00 $0.00
1 mg $46.00 $0.00
5 mg $192.00 $0.00
10 mg $336.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-26. 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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