86. Lipase-catalysed regioselective deacetylation of androstane derivatives

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...

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Bibliographic Details
Language:unknown
Published: 1996
Subjects:
androstane derivative
triacylglycerol lipase
article
drug synthesis
enzyme activity
nuclear magnetic resonance
reaction analysis
stereochemistry
technique
Antarc*
Antarctica
Online Access:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v79_n4_p999_Baldessari
https://hdl.handle.net/20.500.12110/paper_0018019X_v79_n4_p999_Baldessari
Description
Summary: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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