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Old 05-16-2018, 05:36 AM
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rss Isaria fumosorosea KCh J2 Entomopathogenic Strain as an Effective Biocatalyst for Ste

Related Articles Isaria fumosorosea KCh J2 Entomopathogenic Strain as an Effective Biocatalyst for Steroid Compound Transformations.

Molecules. 2017 Sep 09;22(9):

Authors: Koz?owska E, Dymarska M, Kostrzewa-Sus?ow E, Janeczko T

Abstract
The catalytic activity of enzymes produced by an entomopathogenic filamentous fungus (Isaria fumosorosea KCh J2) towards selected steroid compounds (androstenedione, adrenosterone, progesterone, 17?-methyltestosterone and dehydroepiandrosterone) was investigated. All tested substrates were efficiently transformed. The structure of the substrate has a crucial impact on regio- and stereoselectivity of hydroxylation since it affects binding to the active site of the enzyme. Androstenedione was hydroxylated in the 7?-position to give a key intermediate in the synthesis of the diuretic-7?-hydroxyandrost-4-ene-3,17-dione with 82% conversion. Adrenosterone and 17?-methyltestosterone were hydroxylated in the 6?-position. Hydroxylated derivatives such as 15?-hydroxy-17?-methyltestosterone and 6?,12?-dihydroxy-17?-methyltestosterone were also observed. In the culture of Isaria fumosorosea KCh J2, DHEA was effectively hydroxylated in the C-7 position and then oxidized to give 7-oxo-DHEA, 3?,7?- and 3?,7?-dihydroxy-17a-oxa-d-homo-androst-5-ene-17-one. We obtained 7?-OH-DHEA lactone with 82% yield during 3 days transformation of highly concentrated (5 g/L) DHEA.


PMID: 28891949 [PubMed - indexed for MEDLINE]



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