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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.

Registro:

Documento: Artículo
Título:86. Lipase-catalysed regioselective deacetylation of androstane derivatives
Autor:Baldessari, A.; Bruttomesso, A.C.; Gros, E.G.
Filiación:Depto. de Quimica Orgánica, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, 1428, Buenos Aires, Argentina
Palabras clave:androstane derivative; triacylglycerol lipase; article; drug synthesis; enzyme activity; nuclear magnetic resonance; reaction analysis; stereochemistry; technique
Año:1996
Volumen:79
Número:4
Página de inicio:999
Página de fin:1004
DOI: http://dx.doi.org/10.1002/hlca.19960790408
Título revista:Helvetica Chimica Acta
Título revista abreviado:Helv. Chim. Acta
ISSN:0018019X
CODEN:HCACA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v79_n4_p999_Baldessari

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Citas:

---------- APA ----------
Baldessari, A., Bruttomesso, A.C. & Gros, E.G. (1996) . 86. Lipase-catalysed regioselective deacetylation of androstane derivatives. Helvetica Chimica Acta, 79(4), 999-1004.
http://dx.doi.org/10.1002/hlca.19960790408
---------- CHICAGO ----------
Baldessari, A., Bruttomesso, A.C., Gros, E.G. "86. Lipase-catalysed regioselective deacetylation of androstane derivatives" . Helvetica Chimica Acta 79, no. 4 (1996) : 999-1004.
http://dx.doi.org/10.1002/hlca.19960790408
---------- MLA ----------
Baldessari, A., Bruttomesso, A.C., Gros, E.G. "86. Lipase-catalysed regioselective deacetylation of androstane derivatives" . Helvetica Chimica Acta, vol. 79, no. 4, 1996, pp. 999-1004.
http://dx.doi.org/10.1002/hlca.19960790408
---------- VANCOUVER ----------
Baldessari, A., Bruttomesso, A.C., Gros, E.G. 86. Lipase-catalysed regioselective deacetylation of androstane derivatives. Helv. Chim. Acta. 1996;79(4):999-1004.
http://dx.doi.org/10.1002/hlca.19960790408