[Microbial 3-O-demethylation and 3-O-methylation of estratrienes].
Estradiol-3-methylether, estrone-3-methylether, 17alpha-ethinyl-estradiol-3-methylether and other 17alpha-substituted estratrienes were 3-O-demethylated to free 3-hydroxy compounds by fermentation with Corynebacterium sp. A hydroxy groupp in position 6alpha or 6beta prevented the reaction. The opposite reaction, methylation of the 3-hydroxy group of estratrienes, was performed using Mycobacterium smegmatis. The substrate specifity of this methylation was low. Analogies of these microbial reactions to steroid metabolism in mammalian organism are discussed.
D055598:Chemical Phenomena; D002621:Chemistry; D003352:Corynebacterium / Q000378:metabolism; D004958:Estradiol / Q000031:analogs & derivatives; D004967:Estrogens / Q000378:metabolism*; D004970:Estrone / Q000378:metabolism; D004997:Ethinyl Estradiol / Q000378:metabolism; D008738:Methyl Ethers; D008745:Methylation; D009161:Mycobacterium / Q000378:metabolism
D004967:Estrogens; D008738:Methyl Ethers; D004970:Estrone; D004997:Ethinyl Estradiol; D004958:Estradiol
Mkrobielle 3-O-Entmethylierung und 3-O-Methylierung von Ostratrienen