Side chain degradation and microbial reduction of different steroids by Aspergillus auroefulgens.
The Aspergillus aureofulgens ability to cleave the side chain of progesterone (I) and the related C-21 steroids was studied. The enzymic system responsible for the progesterone side chain degradation was demonstrated to be adaptative and to operate by a Baeyer-Villiger mechanism. The cleavage of the side chain of the progesterone and of the related compounds was followed by the stereospecific reduction of the formed androst-4-ene-3,17-dione(II) to the 5 beta-androstan derivatives. Both the oxygenase and reductase activities seemed to be influenced by the growth conditions. Several steroids bearing different skeleton functions and different side chains were also tested in order to correlate the chemical structure with the microbial activity.
D001230:Aspergillus / Q000254:growth & development / Q000378:metabolism*; D055598:Chemical Phenomena; D002621:Chemistry; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005285:Fermentation; D010084:Oxidation-Reduction; D011374:Progesterone / Q000378:metabolism; D013256:Steroids / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D004791:Enzyme Inhibitors; D013256:Steroids; D011374:Progesterone