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Chemical Compound Review:

PGEM (Z)-7-[(1R,2R,3R)-3-hydroxy- 5-oxo-2-(3...

Synonyms: dhk-PGE2, AC1NQXGW, CHEBI:15550, HMDB02776, SureCN13958223, ...

Cheung, P.Y. et al., Axelrod, L. et al., Tashjian, A.H. et al., Husslein, P. et al., Lüke, F.J. et al., et al.

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Disease relevance of LMFA03010031

15-keto-13,14-dihydroprostaglandin E2 concentrations in serum of patients with breast cancer [1].
Plasma level of 13,14-dihydro-15-keto-PGE2 in patients with diabetic ketoacidosis and in normal fasting subjects [2].
In rabbits bearing the prostaglandin-producing VX2 carcinoma, the plasma concentration of 13,14-dihydro-15-keto-PGE2 (PGE2-M) was elevated within one week after tumor implantation and preceded the development of hypercalcemia [3].

High impact information on LMFA03010031

Plasma levels of 13,14-dihydro-15-keto-PGE2, a stable derivative of PGE2, are elevated in rats with diabetic ketoacidosis (DKA) and decrease in response to insulin therapy [2].
The relative potencies of prostaglandin E2 and its metabolites 15-keto PGE2, 13,14-dihydro-15-keto-PGE2 and 13,14,dihydro-PGE2 were investigated on isolated smooth muscle preparations [4].
For both cesarean section and spontaneous labor patients there was very little conversion of prostaglandin E2 by the amnion, substantial conversion to 13,14-dihydro-15-ketoprostaglandin E2 by the chorion, and some conversion to 13,14-dihydro-15-ketoprostaglandin E2 by the decidua [5].
The 13,14-dihydro-15-ketoprostaglandin E2 was measured as 11-deoxy-13,14-dihydro-15-keto-11 beta, 16 psi-cycloprostaglandin E2 [5].
The concentration of 13,14-dihydro-15-keto-PGE2 (PGEM) was measured by radioimmunoassay in pregnant women in the third trimester, in women at term but not in labour and during labour of spontaneous onset [6].

Biological context of LMFA03010031

13,14-Dihydro-15 keto-PGE2 decomposes by first order reaction kinetics, dependent on pH, temperature and albumin concentration [7].

Anatomical context of LMFA03010031

In decidua, prostaglandin F2 alpha may be formed de novo or from prostaglandin E2 through 9-ketoreductase activity, although it has been suggested that metabolism to 13,14-dihydro-15-ketoprostaglandin E2 through 15-hydroxyprostaglandin dehydrogenase is dominant [5].
Plasma concentration of 13,14-dihydro-15-keto-PGE2 (PGEM) after various ways of cervix ripening with PGE2 [8].

Gene context of LMFA03010031

In mice, intraperitoneal inoculation of melittin increased 13,14-dihydro-15-keto-PGE2 levels in peripheral blood [9].

Analytical, diagnostic and therapeutic context of LMFA03010031

We describe a time-resolved fluoroimmunoassay method for the determination of 13,14-dihydro-15-ketoprostaglandin E2 (PGEM) and 13,14-dihydro-15-ketoprostaglandin F2 alpha (PGFM) in femtomolar ranges [10].

References

15-keto-13,14-dihydroprostaglandin E2 concentrations in serum of patients with breast cancer. Powles, T.J., Coombes, R.C., Neville, A.M., Ford, H.T., Gazet, J.C., Levine, L. Lancet (1977) [Pubmed]
Plasma level of 13,14-dihydro-15-keto-PGE2 in patients with diabetic ketoacidosis and in normal fasting subjects. Axelrod, L., Shulman, G.I., Blackshear, P.J., Bornstein, W., Roussell, A.M., Aoki, T.T. Diabetes (1986) [Pubmed]
Plasma concentrations of 13,14-dihydro-15-keto-prostaglandin E2 in rabbits bearing the VX2 carcinoma: effects of hydrocortisone and indomethacin. Tashjian, A.H., Voelkel, E.F., Levine, L. Prostaglandins (1977) [Pubmed]
Comparative bioassay of prostaglandin E2 and its three pulmonary metabolites. Crutchley, D.J., Piper, P.J. Br. J. Pharmacol. (1975) [Pubmed]
Prostaglandin E2 metabolism in the human fetal membranes. Cheung, P.Y., Challis, J.R. Am. J. Obstet. Gynecol. (1989) [Pubmed]
Concentration of 13,14-dihydro-15-keto-prostaglandin E2 in the maternal peripheral plasma during labour of spontaneous onset. Husslein, P., Sinzinger, H. British journal of obstetrics and gynaecology. (1984) [Pubmed]
The stability of 13,14-dihydro-15 keto-PGE2. Fitzpatrick, F.A., Aguirre, R., Pike, J.E., Lincoln, F.H. Prostaglandins (1980) [Pubmed]
Plasma concentration of 13,14-dihydro-15-keto-PGE2 (PGEM) after various ways of cervix ripening with PGE2. Husslein, P., Reichel, R., Göschen, K., Rasche, M., Sinzinger, H. Prostaglandins (1984) [Pubmed]
Stimulation of phospholipase activity and prostaglandin biosynthesis by melittin in cell culture and in vivo. Hassid, A., Levine, L. Res. Commun. Chem. Pathol. Pharmacol. (1977) [Pubmed]
Determination of prostaglandin metabolites in biological samples by competitive time-resolved fluoroimmunoassay. Lüke, F.J., Schlegel, W. J. Immunol. Methods (1992) [Pubmed]

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