Biocatalytic modifications of pregnenolone by selected filamentous fungiстатья
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Дата последнего поиска статьи во внешних источниках: 15 августа 2019 г.
Аннотация:A microbial catalysis is an effective tool for steroid structural modifications allowing generating the compounds which may be difficult to obtain by conventional synthetic methods. Selected fungal strains of Ascomycota and Zygomycota divisions (totally, 75) representing different phyla were screened for their activity toward 3b-hydroxypregn-5-ene-20-one (pregnenolone) focusing on the production of 11a-hydroxyprogesterone. Along with the ability to catalyze 7a-, 7b- and 11a-hydroxylation which was revealed for some representatives of Pleosporaceae, Trichocomaceae, Hypocreaceae, Clavicipitaceae, Microascaceae, Cunninghamellaceae, Mucoraceae and Phycomycetaceae families, micromycete strains belonging to Acremonium, Aspergillus, Curvularia, Rhizopus, and Scopulariopsis genera were selected capable of modifying 3b-ol-5-ene- to 3-keto-4-ene moiety, - this reaction being rather uncommon for fungi. The ability to catalyze double hydroxylation of pregnenolone at positions 7b and 11a by some tested micromycetes was revealed for the first time. Sustainable and high-efficient single-stage production of 11a-hydroxyprogesterone (up to 70%) from pregnenolone which was hitherto unreported was reached with the strain of Aspergillus niger VKM F-212 under the optimized conditions. The results demonstrate a highly diverse biocatalytic potential of fungal strains towards pregnenolone, reveal the existence of novel active biocatalysts that can be exploited for the synthesis of high-value hydroxysteroids and expand knowledge on structural modifications of steroid molecules in lower eukaryotes