Lipase‐Catalysed Regioselective Deacetylation of androstane derivatives

Abstract A series of acetoxy derivatives of androstane was deacetylated in organic solvents by several lipases. The most satisfactory results were obtained with lipase from Candida cylindracea (CCL) and Candida antarctica (CAL). In some derivatives, CCL and CAL showed an overwhelming regioselectivit...

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Bibliographic Details
Published in:Helvetica Chimica Acta
Main Authors: Baldessari, Alicia, Bruttomesso, Andrea C., Gros, Eduardo G.
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 1996
Subjects:
Antarc*
Antarctica
Online Access:http://dx.doi.org/10.1002/hlca.19960790408
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19960790408
https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19960790408
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Summary:Abstract A series of acetoxy derivatives of androstane was deacetylated in organic solvents by several lipases. The most satisfactory results were obtained with lipase from Candida cylindracea (CCL) and Candida antarctica (CAL). In some derivatives, CCL and CAL showed an overwhelming regioselectivity towards the removal of the 3β‐ or the 17β‐acetyl group (see Table 2 ). Three new steroid derivatives were obtained through this approach. A hypothetical rationale for the behaviour of these enzymes is given.

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