15(R),19(R)-Hydroxy prostaglandin E1

Description

19(R)-Hydroxylated prostaglandins occur in µg/ml concentrations in the semen of certain mammalian species, especially primates. In the case of humans, the compounds are primarily of the PGE series, and the hydroxyl stereochemistry is 15(S),19(R).1 19(R)-Hydroxylated prostaglandins are also found in the seminal plasma of marsupials, where F-type compounds of the 1 and 2-series predominate.2 The 15(R)-hydroxy epimer of these 19-hydroxylated prostaglandins is the inverse or “unnatural” isomer at C-15. The biological role of 19(R)-hydroxylated prostaglandins is not well established. In the E-series, 19(R)-hydroxylation has been identified with EP2 receptor subtype selectivity.3WARNING This product is not for human or veterinary use.

References

[1] I. COOPER  R. W K. The measurement of E and 19-hydroxy E prostaglandins in human seminal plasma[J]. Prostaglandins, 1975, 10 4: Pages 507-514. DOI: 10.1016/s0090-6980(75)80103-1
[2] P.B. MARLEY . 19-Hydroxylated prostaglandins in the semen of the marsupial trichosurus vulpecula (brush-tailed possum)[J]. Comparative Biochemistry and Physiology Part B: Comparative Biochemistry, 1981, 70 3: Pages 619-621. DOI: 10.1016/0305-0491(81)90306-0
[3] D.F. WOODWARD. Identification of 19 (R)-OH prostaglandin E2 as a selective prostanoid EP2-receptor agonist[J]. Prostaglandins, 1993, 46 4: Pages 371-383. DOI: 10.1016/0090-6980(93)90102-d