DETECTION AND ISOLATION OF AN ENDOPEROXIDE INTERMEDIATE IN PROSTAGLANDIN BIOSYNTHESIS
DETECTION AND ISOLATION OF AN ENDOPEROXIDE INTERMEDIATE IN PROSTAGLANDIN BIOSYNTHESIS
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DOI：
10.1073/pnas.70.3.899
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发表时间：
1973-01-01
影响因子：
11.1
通讯作者：
SAMUELSS.B
中科院分区：
文献类型：
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作者：
HAMBERG, M;SAMUELSS.B
早期提出的内过氧化物中间体的生物合成中的arylandins被检测到在短时间内孵育的花生四烯酸与微粒体部分的匀浆的绵羊水泡腺。内过氧化物转化为前列腺素E_2可被还原型谷胱甘肽刺激，但被苯甲酸汞和N-乙基马来酰亚胺抑制。在花生四烯酸与微粒体组分和对苯甲酸汞短时间孵育后，通过溶剂萃取和薄层色谱分离未知化合物的甲酯。该衍生物与内过氧化物的甲酯相同，如通过自发重排转化为11-脱氢前列腺素F2α和前列腺素E2的甲酯以及通过温和化学还原转化为前列腺素F2α的甲酯所示。内过氧化物酯对离体家兔腹主动脉的平滑肌刺激活性比前列腺素E2甲酯高4- 8倍。
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 E2was stimulated by reduced glutathione but suppressed byp-mercuribenzoate andN-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 andp-mercuribenzoate. This derivative was identical to the methylester of the endoperoxide, as shown by its conversion into the methyl esters of 11-dehydroprostaglandin F2αand prostaglandin E2by spontaneous rearrangement and its conversion into the methyl ester of prostaglandin F2αby 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.