Isolation and biosynthesis of 18-hydroxyprostaglandins E1 and E2 in human seminal fluid.
18-Hydroxy-PGE1 and 18-hydroxy-PGE2 were identified in human seminal fluid by capillary gas-liquid chromatography-mass spectrometry. The levels of these prostaglandins was 1-2% of the corresponding 19-hydroxy-PGE compounds in human semen. 18-Hydroxy-PGE1 and 18-hydroxy-PGE2 are likely formed by cytochrome P-450 in seminal vesicles in analogy with the 19-hydroxy-PGE compounds. This was supported by the finding that microsomes of seminal vesicles of the cynomolgus monkey, Macaca fascicularis, supplemented with 1 mM NADPH, metabolized PGE1 to both 19-hydroxy-PGE1 (92%) and 18-hydroxy-PGE1 (8%). The hydroxylation of prostaglandins in seminal vesicles of primates may thus show a high but not absolute specificity for the penultimate carbon of prostaglandins.
Oliw
E H
EH
Department of Pharmacology, Karolinska institutet, Stockholm, Sweden.
D000527:Alprostadil / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000302:isolation & purification / Q000378:metabolism; D000818:Animals; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D015232:Dinoprostone / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000302:isolation & purification; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D066298:In Vitro Techniques; D008252:Macaca fascicularis; D008297:Male; D008861:Microsomes / Q000378:metabolism; D012661:Semen / Q000032:analysis*; D012669:Seminal Vesicles / Q000378:metabolism
C059594:18-hydroxyprostaglandin E1; C059595:18-hydroxyprostaglandin E2; D000527:Alprostadil; D015232:Dinoprostone