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Lipase‐Catalysed Regioselective Deacetylation of androstane derivatives
Author(s) -
Baldessari Alicia,
Bruttomesso Andrea C.,
Gros Eduardo G.
Publication year - 1996
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19960790408
Subject(s) - regioselectivity , androstane , candida antarctica , chemistry , acetylation , lipase , steroid , enzyme , organic chemistry , stereochemistry , catalysis , biochemistry , hormone , gene
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.