The hydroxylation of Δ 5-androstenes by Cephalosporium aphidicola

The hydroxylation of Δ 5-androstenes by Cephalosporium aphidicola

Whereas the major hydroxylation product of 3 β-hydroxy-5 α-androstan-17-one by Cephalosporium aphidicola is the 11 α-alcohol, the presence of a Δ 5-double bond in the substrate leads to non-stereospecific allylic hydroxylation at C–7. Hydroxylation at C–11 became a minor transformation and there was...

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Veröffentlicht in:Phytochemistry (Oxford) 1998, Vol.49 (8), p.2355-2358
Hauptverfasser: Bensasson, Caroline M, Hanson, James R, Hunter, A.Christy
Format: Artikel
Sprache:eng
Schlagworte:
alcohols
androstanes
Cephalosporium
Cephalosporium aphidicola
chemical reactions
chemical structure
dehydroisoandrosterone
microbiological hydroxylation
steroid
substrates
transformation
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Zusammenfassung:Whereas the major hydroxylation product of 3 β-hydroxy-5 α-androstan-17-one by Cephalosporium aphidicola is the 11 α-alcohol, the presence of a Δ 5-double bond in the substrate leads to non-stereospecific allylic hydroxylation at C–7. Hydroxylation at C–11 became a minor transformation and there was no detectable hydroxylation at C–14.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(98)00312-4