公羊精囊微粒体对前列腺素D2、15-酮基前列腺素E2和羟基脂肪酸的生物合成

Biosynthesis of prostaglandin D2, 15-ketoprostaglandin E2, and hydroxy fatty acids by ram seminal vesicle microsomes.

作者信息

Ravikumar P R, Pai J K, Zmijewski M J, Sih C J

出版信息

J Pharm Sci. 1979 Oct;68(10):1302-6. doi: 10.1002/jps.2600681028.

Abstract

At high arachidonic acid concentrations (164 micrometer) and without exogenous cofactors, ram seminal vesicle microsomes produced prostaglandin E2 and two less polar products, identified as prostaglandin D2 and 15-ketoprostaglandin E2. The ratio of the biosynthetic products formed depended on the exogenous cofactor and on the arachidonic acid concentration. At high arachidonic acid concentrations (greater than 150 micrometer), tryptophan, phenol, and glutathione stimulated prostaglandin E2 formation, but each affected the formation of the other prostaglandins differently. Ascorbic acid markedly stimulated hydroxy fatty acid formation. GLC-mass spectral analysis of the hydroxy fatty acid fraction indicated the presence of 11-hydroxy-5,8,12,14-eicosatetraenoic acid, 15-hydroxy-5,8,11,13-eicosatetraenoic acid, and 12-hydroxy-5,8,10-heptadecatrienoic acid. At low arachidonic acid concentrations (30 micrometer), glutathione still stimulated prostaglandin E2 biosynthesis, but the other cofactors stimulated 6-ketoprostaglandin F1a and hydroxy fatty acid formation.

摘要

在高浓度花生四烯酸（164微摩尔）且无外源性辅助因子的情况下，公羊精囊微粒体产生前列腺素E2和另外两种极性较小的产物，鉴定为前列腺素D2和15-酮基前列腺素E2。生物合成产物的比例取决于外源性辅助因子和花生四烯酸浓度。在高花生四烯酸浓度（大于150微摩尔）时，色氨酸、苯酚和谷胱甘肽刺激前列腺素E2的形成，但它们对其他前列腺素形成的影响各不相同。抗坏血酸显著刺激羟基脂肪酸的形成。羟基脂肪酸部分的气相色谱-质谱分析表明存在11-羟基-5,8,12,14-二十碳四烯酸、15-羟基-5,8,11,13-二十碳四烯酸和12-羟基-5,8,10-十七碳三烯酸。在低花生四烯酸浓度（30微摩尔）时，谷胱甘肽仍刺激前列腺素E2的生物合成，但其他辅助因子刺激6-酮基前列腺素F1a和羟基脂肪酸的形成。