9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, (4-BENZOYLAMINO) PHENYL ESTER Chemical Properties

solubility 

DMF: 65 mg/ml; DMSO: 28 mg/ml; Ethanol: 6 mg/ml; PBS pH 7.2: <125 μg/ml

form 

A crystalline solid

9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, (4-BENZOYLAMINO) PHENYL ESTER Usage And Synthesis

Description

PGE₂ p-benzamidophenyl ester is a crystalline derivative of PGE₂. PGE₂ is one of the primary COX products of arachidonic acid and one of the most widely investigated prostaglandins. Its activity influences inflammation, fertility and parturition, gastric mucosal integrity, and immune modulation.^1,2,3,4 The effects of PGE₂ are transduced by at least four distinct receptors designated EP₁, EP₂, EP₃, and EP₄.⁵ Affinity constants (K_d) of PGE₂ for these receptors range from 1-10 nM depending on the receptor subtype and tissue.

Definition

ChEBI: Prostaglandin E2 p-benzamidophenyl ester is a prostanoid.

References

1. Willis, A.L., and Cornelsen, M. Repeated injection of prostaglandin E₂ in rat paws induces chronic swelling and a marked decrease in pain threshold Prostaglandins 3(3),353-357(1973).
2. Jackson, G.M., Sharp, H.T., and Varner, M.W. Cervical ripening before induction of labor: A randomized trial of prostaglandin E₂ gel versus low-dose oxytocin Am. J. Obstet. Gynecol. 171(4),1092-1096(1994).
3. Robert, A., Schultz, J.R., Nezamis, J.E., et al. Gastric antisecretory and antiulcer properties of PGE₂, 15-methyl PGE₂, and 16,16-dimethyl PGE₂. Intravenous, oral and intrajejunal administration Gastroenterology 70(3),359-370(1976).
4. Arvind, P., Papavassiliou, E.D., Tsioulias, G.J., et al. Prostaglandin E₂ down-regulates the expression of HLA-DR antigen in human colon adenocarcinoma cell lines Biochemistry 34(16),5604-5609(1995).
5. Coleman, R.A., Smith, W.L., and Narumiya, S. International Union of Pharmacology classification of prostanoid receptors: Properties, distribution, and structure of the receptors and their subtypes Pharmacol. Rev. 46(2),205-229(1994).

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