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. 1967 Dec;105(3):1251–1260. doi: 10.1042/bj1051251

The identification of prostaglandins E2, F and A2 from rabbit kidney medulla

J B Lee 1,2, K Crowshaw 1,2, B H Takman 1,2,*, Katherine A Attrep 1,2, J Z Gougoutas 1,2
PMCID: PMC1198448  PMID: 16742553

Abstract

Rabbit kidney medulla (10kg.) was homogenized in 5mm-disodium hydrogen phosphate and deproteinized with ethanol, and the concentrated supernatant solution was extracted at pH8 with light petroleum and at pH2 with chloroform. The acidic lipids present in the chloroform phase were separated on silicic acid columns into three biologically active fractions. The first fraction contained only vasodepressor activity; the second fraction contained both vasodepressor and non-vascular-smooth-muscle-stimulating activity; the third fraction contained both vasopressor and non-vascular-smooth-muscle-stimulating activity. Purification of each fraction by reversed-phase partition and thick-layer chromatography yielded three pure acids. Thin-layer chromatographic, spectroscopic and mass-spectral analysis of the acids and their methyl esters established their structures as prostaglandins E2, F and A2. Evidence is presented demonstrating that part or all of the prostaglandin A2 is formed during the isolation procedures from endogenous prostaglandin E2.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BERGSTROEM S., DANIELSSON H., SAMUELSSON B. THE ENZYMATIC FORMATION OF PROSTAGLANDIN E2 FROM ARACHIDONIC ACID PROSTAGLANDINS AND RELATED FACTORS 32. Biochim Biophys Acta. 1964 Jul 15;90:207–210. doi: 10.1016/0304-4165(64)90145-x. [DOI] [PubMed] [Google Scholar]
  2. BERGSTROEM S., RYHAGE R., SAMUELSSON B., SJOEVALL J. PROSTAGLANDINS AND RELATED FACTORS. 15. THE STRUCTURES OF PROSTAGLANDIN E1, F1-ALPHA, AND F1-BETA. J Biol Chem. 1963 Nov;238:3555–3564. [PubMed] [Google Scholar]
  3. BERGSTROEM S., SAMUELSSON B. PROSTAGLANDINS. Annu Rev Biochem. 1965;34:101–108. doi: 10.1146/annurev.bi.34.070165.000533. [DOI] [PubMed] [Google Scholar]
  4. Daniels E. G., Hinman J. W., Johnson B. A., Kupiecki F. P., Nelson J. W., Pike J. E. The isolation of an additional prostaglandin derivative from the enzymatic cyclization of homo-gamma-linolenic acid. Biochem Biophys Res Commun. 1965 Dec 9;21(5):413–417. doi: 10.1016/0006-291x(65)90397-9. [DOI] [PubMed] [Google Scholar]
  5. ENEROTH P. THIN-LAYER CHROMATOGRAPHY OF BILE ACIDS. J Lipid Res. 1963 Jan;4:11–16. [PubMed] [Google Scholar]
  6. GREEN K., SAMUELSSON B. PROSTAGLANDINS AND RELATED FACTORS: XIX. THIN-LAYER CHROMATOGRAPHY OF PROSTAGLANDINS. J Lipid Res. 1964 Jan;5:117–120. [PubMed] [Google Scholar]
  7. HIRSCH J., AHRENS E. H., Jr The separation of complex lipide mixtures by the use of silicic acid chromatography. J Biol Chem. 1958 Aug;233(2):311–20. [PubMed] [Google Scholar]
  8. HOWARD G. A., MARTIN A. J. P. The separation of the C12-C18 fatty acids by reversed-phase partition chromatography. Biochem J. 1950 May;46(5):532–538. doi: 10.1042/bj0460532. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Hamberg M., Samuelsson B. Prostaglandins in human seminal plasma. Prostaglandins and related factors 46. J Biol Chem. 1966 Jan 25;241(2):257–263. [PubMed] [Google Scholar]
  10. LEE J. B., COVINO B. G., TAKMAN B. H., SMITH E. R. RENOMEDULLARY VASODEPRESSOR SUBSTANCE, MEDULLIN: ISOLATION, CHEMICAL CHARACTERIZATION AND PHYSIOLOGICAL PROPERTIES. Circ Res. 1965 Jul;17:57–77. doi: 10.1161/01.res.17.1.57. [DOI] [PubMed] [Google Scholar]
  11. LEE J. B., HICKLER R. B., SARAVIS C. A., THORN G. W. SUSTAINED DEPRESSOR EFFECT OF RENAL MEDULLARY EXTRACT IN THE NORMOTENSIVE RAT. Circ Res. 1963 Oct;13:359–366. doi: 10.1161/01.res.13.4.359. [DOI] [PubMed] [Google Scholar]
  12. MUIRHEAD E. E., JONES F., STIRMAN J. A. Antihypertensive property in renoprival hypertension of extract from renal medulla. J Lab Clin Med. 1960 Aug;56:167–180. [PubMed] [Google Scholar]
  13. SAMUELSSON B. ISOLATION AND IDENTIFICATION OF PROSTAGLANDINS FROM HUMAN SEMINAL PLASMA. 18. PROSTAGLANDINS AND RELATED FACTORS. J Biol Chem. 1963 Oct;238:3229–3234. [PubMed] [Google Scholar]
  14. Strong C. G., Boucher R., Nowaczynski W., Genest J. Renal vasodepressor lipid. Mayo Clin Proc. 1966 Jul;41(7):433–452. [PubMed] [Google Scholar]
  15. VAN DORPD, BEERTHUIS R. K., NUGTEREN D. H., VONKEMAN H. ENZYMATIC CONVERSION OF ALL-CIS-POLYUNSATURATED FATTY ACIDS INTO PROSTAGLANDINS. Nature. 1964 Aug 22;203:839–841. doi: 10.1038/203839a0. [DOI] [PubMed] [Google Scholar]
  16. VAN DORPD, BEERTHUIS R. K., NUGTEREN D. H., VONKEMAN H. THE BIOSYNTHESIS OF PROSTAGLANDINS. Biochim Biophys Acta. 1964 Jul 15;90:204–207. doi: 10.1016/0304-4165(64)90144-8. [DOI] [PubMed] [Google Scholar]
  17. WALLACH D. P. THE ENZYMIC CONVERSION OF ARACHIDONIC ACID TO PROSTAGLANDIN E2 WITH ACETONE POWDER PREPARATIONS OF BOVINE SEMINAL VESICLES. Life Sci. 1965 Feb;4:361–364. doi: 10.1016/0024-3205(65)90153-0. [DOI] [PubMed] [Google Scholar]

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