BIOSYNTHESIS OF PROSTAGLANDIN-D2, 15-KETOPROSTAGLANDIN-E2, AND HYDROXY FATTY-ACIDS BY RAM SEMINAL-VESICLE MICROSOMES

被引:8
作者
RAVIKUMAR, PR [1 ]
PAI, JK [1 ]
ZMIJEWSKI, MJ [1 ]
SIH, CJ [1 ]
机构
[1] UNIV WISCONSIN,SCH PHARM,MADISON,WI 53706
基金
美国国家卫生研究院;
关键词
15‐Ketoprostaglandin E[!sub]2[!/sub]—biosynthesis; ram seminal vesicles; dependence on arachidonic acid; cofactors; Microsomes—seminal vesicles; prostaglandin synthesis; arachidonic acid metabolism; Prostaglandin D[!sub]2[!/sub]—biosynthesis; ram seminal vesicle microsomes; Seminal vesicles—microsomes;
D O I
10.1002/jps.2600681028
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
At high arachidonic acid concentrations (164 μM) 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 (>150 μM), 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 μM). glutathione still stimulated prostaglandin E2 biosynthesis, but the other cofactors stimulated 6‐ketoprostaglandin F1α” and hydroxy fatty acid formation. Copyright © 1979 Wiley‐Liss, Inc., A Wiley Company
引用
收藏
页码:1302 / 1306
页数:5
相关论文
共 13 条
  • [1] ANGGARD E, 1966, ARK KEMI, V25, P293
  • [2] BERGSTROM S, 1964, J BIOL CHEM, V239, P4006
  • [3] ENZYMATIC FORMATION OF PROSTAGLANDIN E2 FROM ARACHIDONIC ACID PROSTAGLANDINS + RELATED FACTORS 32
    BERGSTROM, S
    DANIELSSON, H
    SAMUELSSON, B
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA, 1964, 90 (01) : 207 - &
  • [4] SYNTHESIS OF 6-KETO-PGF1-ALPHA BY RAM SEMINAL-VESICLE MICROSOMES
    COTTEE, F
    FLOWER, RJ
    MONCADA, S
    SALMON, JA
    VANE, JR
    [J]. PROSTAGLANDINS, 1977, 14 (03): : 413 - 423
  • [5] QUANTITATIVE-DETERMINATION OF PROSTAGLANDINS AND MALONDIALDEHYDE FORMED BY ARACHIDONATE OXYGENASE (PROSTAGLANDIN SYNTHETASE) SYSTEM OF BOVINE SEMINAL VESICLE
    FLOWER, RJ
    CUSHMAN, DW
    CHEUNG, HS
    [J]. PROSTAGLANDINS, 1973, 4 (03): : 325 - 341
  • [6] GRANSTROM E, 1968, J BIOL CHEM, V243, P4104
  • [7] HAMBERG M, 1967, J BIOL CHEM, V242, P5329
  • [8] SYNTHESES OF 11-DEHYDRO-13,14-DIHYDRO-PGE1 AND PGD2
    HAYASHI, M
    TANOUCHI, T
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (11) : 2115 - 2116
  • [9] JENNY EF, 1974, TETRAHEDRON LETT, P2235
  • [10] TAUTOMERISM OF ENEDIONE SYSTEM OF 15-OXOPROSTAGLANDIN-D2
    JONES, RL
    WILSON, NH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (03): : 209 - 214