Metabolism of deuterated erythro-dihydroxy fatty acids in Saccharomyces cerevisiae: enantioselective formation and characterization of hydroxylactones was written by Garbe, Leif-A.;Morgenthal, Katja;Kuscher, Katrin;Tressl, Roland. And the article was included in Helvetica Chimica Acta in 2008.Recommanded Product: 40365-61-5 This article mentions the following:
Epoxides of fatty acids are hydrolyzed by epoxide hydrolases (EHs) into dihydroxy fatty acids which are of particular interest in the mammalian leukotriene pathway. In the present report, the anal. of the configuration of dihydroxy fatty acids via their resp. hydroxylactones is described. In addition, the biotransformation of (卤)-erythro-7,8- and -3,4-dihydroxy fatty acids in the yeast Saccharomyces cerevisiae was characterized by GC/EI-MS anal. Biotransformation of chem. synthesized (卤)-erythro-7,8-dihydroxy(7,8-2H2)tetradecanoic acid ((卤)-erythro-1) in the yeast S. cerevisiae resulted in the formation of 5,6-dihydroxy(5,6-2H2)dodecanoic acid (6), which was lactonized into (5S,6R)-6-hydroxy(5,6-2H2)dodecano-5-lactone ((5S,6R)-4) with 86% ee and into erythro-5-hydroxy(5,6-2H2)dodecano-6-lactone (erythro-8). Addnl., the 伪-ketols 7-hydroxy-8-oxo(7-2H1)tetradecanoic acid (9a) and 8-hydroxy-7-oxo(8-2H1)tetradecanoic acid (9b) were detected as intermediates. Further metabolism of 6 led to 3,4-dihydroxy(3,4-2H2)decanoic acid (2) which was lactonized into 3-hydroxy(3,4-2H2)decano-4-lactone (5) with (3R,4S)-5 = 88% ee. Chem. synthesis and incubation of (卤)-erythro-3,4-dihydroxy(3,4-2H2)decanoic acid ((卤)-erythro-2) in yeast led to (3S,4R)-5 with 10% ee. No decano-4-lactone was formed from the precursors 1 or 2 by yeast. The enantiomers (3S,4R)- and (3R,4S)-3,4-dihydroxy(3-2H1)nonanoic acid ((3S,4R)- and (3R,4S)-3) were chem. synthesized and comparably degraded by yeast without formation of nonano-4-lactone. The major products of the transformation of (3S,4R)- and (3R,4S)-3 were (3S,4R)- and (3R,4S)-3-hydroxy(3-2H1)nonano-4-lactones ((3S,4R)- and (3R,4S)-7), resp. The enantiomers of the hydroxylactones 4, 5, and 7 were chem. synthesized and their GC-elution sequence on Lipodex E chiral phase was determined In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Recommanded Product: 40365-61-5).
2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Tetrahydropyrans are useful synthons for biologically important compounds. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Recommanded Product: 40365-61-5
Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics