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Related Experiment Videos

[Microbial hydroxylation of estratrienes]

K Schubert, G Kaufmann, C Hörhold

    Acta Biologica Et Medica Germanica
    |January 1, 1975
    PubMed
    Summary

    Microbial metabolism of synthetic estrogens by Penicillium chrysogenum and Streptomyces olivaceus yields hydroxylated derivatives. These biotransformations offer insights into steroid modification pathways relevant to both microbial and mammalian systems.

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    Measurement of the Ratio of the B^{0}→D^{*-}τ^{+}ν_{τ} and B^{0}→D^{*-}μ^{+}ν_{μ} Branching Fractions Using Three-Prong τ-Lepton Decays.

    Physical review letters·2018

    Area of Science:

    • Microbiology
    • Biochemistry
    • Medicinal Chemistry

    Background:

    • Steroid metabolism by microorganisms is crucial for understanding biotransformation pathways.
    • Estrogens undergo various modifications, influencing their biological activity and environmental fate.

    Purpose of the Study:

    • To investigate the microbial hydroxylation of synthetic estrogens, specifically mestranol and ethinylestradiol.
    • To explore the biotransformation capabilities of Penicillium chrysogenum and Streptomyces olivaceus on different estrogen structures.

    Main Methods:

    • Incubation of estrogens with microbial cultures (Penicillium chrysogenum, Streptomyces olivaceus).
    • Structural elucidation of metabolites using chromatography, IR, and NMR spectroscopy.
    • Comparative analysis of microbial and mammalian estrogen metabolism.

    Main Results:

    • Penicillium chrysogenum hydroxylated mestranol and ethinylestradiol at the 6-position (alpha and beta isomers).
    • Streptomyces olivaceus hydroxylated estradiol, estrone, and their methylethers at the 16alpha-position.
    • 17alpha-ethinyl compounds and estradiol derivatives showed specific hydroxylation patterns, while some compounds remained unreactive.

    Conclusions:

    • Microbial hydroxylation of estrogens is highly specific, depending on the microorganism and the substrate's chemical structure.
    • These findings contribute to understanding xenobiotic metabolism and potential applications in steroid modification.

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