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
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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
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Palabras clave: | androstane derivative; triacylglycerol lipase; article; drug synthesis; enzyme activity; nuclear magnetic resonance; reaction analysis; stereochemistry; technique |
Año: | 1996
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Volumen: | 79
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Número: | 4
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Página de inicio: | 999
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Página de fin: | 1004
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DOI: |
http://dx.doi.org/10.1002/hlca.19960790408 |
Título revista: | Helvetica Chimica Acta
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Título revista abreviado: | Helv. Chim. Acta
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ISSN: | 0018019X
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CODEN: | HCACA
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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