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Journal of Lipid Research, Vol. 13, 511-518, July 1972
Copyright © 1972 by Lipid Research, Inc.

15-Hydroxy-9-oxoprosta-11,13-dienoic acid as the product of a prostaglandin isomerase

R. L. Jones

Department of Pharmacology, University of Edinburgh, Edinburgh EH8 9JZ, Scotland

The initial product of the interaction between prostaglandin A₁ and the prostaglandin isomerase of cat blood plasma has been isolated. By ultraviolet spectroscopy and mass spectrometry and from stability and chromatographic studies, the structure of the compound has been established as 15-hydroxy-9-oxoprosta-11,13-dienoic acid, an allylic isomer of prostaglandin A₁. The compound is unstable under mild alkaline conditions, isomerizing to prostaglandin B₁. The biological significance of the enzymatic isomerization of prostaglandin A₁ is discussed.

Supplementary key words prostaglandins • enzymatic isomerization • keto-enol tautomerism • conjugated diene

Submitted on November 18, 1971
Accepted on March 28, 1972

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