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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Autores principales: Baldessari, A., Bruttomesso, A.C., Gros, E.G.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0018019X_v79_n4_p999_Baldessari
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spelling todo:paper_0018019X_v79_n4_p999_Baldessari2023-10-03T14:15:06Z 86. Lipase-catalysed regioselective deacetylation of androstane derivatives Baldessari, A. Bruttomesso, A.C. Gros, E.G. androstane derivative triacylglycerol lipase article drug synthesis enzyme activity nuclear magnetic resonance reaction analysis stereochemistry technique 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_0018019X_v79_n4_p999_Baldessari
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic androstane derivative
triacylglycerol lipase
article
drug synthesis
enzyme activity
nuclear magnetic resonance
reaction analysis
stereochemistry
technique
spellingShingle androstane derivative
triacylglycerol lipase
article
drug synthesis
enzyme activity
nuclear magnetic resonance
reaction analysis
stereochemistry
technique
Baldessari, A.
Bruttomesso, A.C.
Gros, E.G.
86. Lipase-catalysed regioselective deacetylation of androstane derivatives
topic_facet androstane derivative
triacylglycerol lipase
article
drug synthesis
enzyme activity
nuclear magnetic resonance
reaction analysis
stereochemistry
technique
description 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.
format JOUR
author Baldessari, A.
Bruttomesso, A.C.
Gros, E.G.
author_facet Baldessari, A.
Bruttomesso, A.C.
Gros, E.G.
author_sort Baldessari, A.
title 86. Lipase-catalysed regioselective deacetylation of androstane derivatives
title_short 86. Lipase-catalysed regioselective deacetylation of androstane derivatives
title_full 86. Lipase-catalysed regioselective deacetylation of androstane derivatives
title_fullStr 86. Lipase-catalysed regioselective deacetylation of androstane derivatives
title_full_unstemmed 86. Lipase-catalysed regioselective deacetylation of androstane derivatives
title_sort 86. lipase-catalysed regioselective deacetylation of androstane derivatives
url http://hdl.handle.net/20.500.12110/paper_0018019X_v79_n4_p999_Baldessari
work_keys_str_mv AT baldessaria 86lipasecatalysedregioselectivedeacetylationofandrostanederivatives
AT bruttomessoac 86lipasecatalysedregioselectivedeacetylationofandrostanederivatives
AT groseg 86lipasecatalysedregioselectivedeacetylationofandrostanederivatives
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