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. 1973 Mar;70(3):899–903. doi: 10.1073/pnas.70.3.899

Detection and Isolation of an Endoperoxide Intermediate in Prostaglandin Biosynthesis

Mats Hamberg 1, Bengt Samuelsson 1
PMCID: PMC433384  PMID: 4514999

Abstract

An earlier proposed endoperoxide intermediate in the biosynthesis of prostaglandins was detected in short-time incubations of arachidonic acid with the microsomal fraction of homogenates of sheep vesicular glands. Conversion of the endoperoxide into prostaglandin E2 was stimulated by reduced glutathione but suppressed by p-mercuribenzoate and N-ethylmaleimide. The methyl ester of an unknown compound was isolated by solvent extraction and thin-layer chromatography after short-time incubation of arachidonic acid with the microsomal fraction and p-mercuribenzoate. This derivative was identical to the methylester of the endoperoxide, as shown by its conversion into the methyl esters of 11-dehydroprostaglandin F2α and prostaglandin E2 by spontaneous rearrangement and its conversion into the methyl ester of prostaglandin F2α by mild chemical reduction. The smooth muscle-stimulating activity of the endoperoxide ester on the isolated rabbit aortas trip was 4- to 8-times higher than that of the methyl ester of prostaglandin E2.

Keywords: fatty acid oxygenase, endoperoxide isomerase, endoperoxide reductase, rabbit aorta-contracting substance

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Selected References

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

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