11-deoxy Prostaglandin E₁

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 K_i values for binding to the mouse EP₁, EP₂, EP₃, and EP₄ receptors are 600, 45, 1.1, and 23 nM, respectively.⁵

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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(1), 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. Ophthalmol. Vis. Sci. 33(11), 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(7), 1231-1234 (1995).

4. Hall, D.W.R., and Jaitly, K.D. Structure-activity relationships in a series of 11-deoxy prostaglandins. Prostaglandins 11(3), 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(2), 217-224 (1997).

Wu, Z., Xiao, H., Rao, D., et al. Analytical strategy for oxylipin annotation by combining chemical derivatization-based retention index algorithm and feature tandem mass spectrometric fragmentation as a biomarker discovery tool. Anal. Chem. 95(43), 15933-15942 (2023).