Abstract:
Candida antarctica B lipase (CAL-B) catalysed alcoholysis of a series of peracetylated alkyl α, β-D-ribofuranosides was assayed. Methyl and ethyl 2,3-di-O-acetyl-α, β-D-ribofuranosides enriched in the α-anomer were regioselectively prepared through this enzymatic deacetylation in 33% and 43% yield, respectively, the latter being a new compound. Isopropyl 2,3,5-tri-O-acetyl-β-D-ribofuranoside gave the new isopropyl 2,3-di-O-acetyl-β-D-ribofuranoside in 24% yield. The anomeric substituent affects the regioselectivity of the reaction, since n-propyl and n-butyl α, β-D-ribofuranosides reacted without selectivity. © 2010 Informa UK Ltd.
Registro:
Documento: |
Artículo
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Título: | Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
Autor: | Gudiño, E.D.; Iribarren, A.M.; Iglesias, L.E. |
Filiación: | Departamento de Ciencia y Tecnologa, Universidad Nacional de Quilmes, Roque Senz Pea 352, (1876) Bernal, Provincia de Buenos Aires, Argentina INGEBI (CONICET), Vuelta de Obligado 2490, (1428) Buenos Aires, Argentina
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Palabras clave: | Candida antarctica B lipase; Enzymatic alcoholysis; Regioselectivity; Ribofuranosides; Alcoholysis; Anomerics; Candida antarctica B; Candida antarctica B lipase; Enzymatic alcoholysis; Enzymatic deacetylation; N-propyl; Acetylation; Alkylation; Catalysis; Hydrocarbons; Regioselectivity; Yeast; Isomers; alcohol; carbohydrate derivative; dextro ribofuranoside derivative; lipase B; unclassified drug; alcoholysis; article; Candida antarctica; catalysis; chemical structure; deacetylation; enzyme substrate; Candida antarctica |
Año: | 2010
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Volumen: | 28
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Número: | 4
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Página de inicio: | 267
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Página de fin: | 271
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DOI: |
http://dx.doi.org/10.3109/10242422.2010.501105 |
Título revista: | Biocatalysis and Biotransformation
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Título revista abreviado: | Biocatal. Biotransform.
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ISSN: | 10242422
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CODEN: | BOBOE
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CAS: | alcohol, 64-17-5
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10242422_v28_n4_p267_Gudino |
Referencias:
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Citas:
---------- APA ----------
Gudiño, E.D., Iribarren, A.M. & Iglesias, L.E.
(2010)
. Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides. Biocatalysis and Biotransformation, 28(4), 267-271.
http://dx.doi.org/10.3109/10242422.2010.501105---------- CHICAGO ----------
Gudiño, E.D., Iribarren, A.M., Iglesias, L.E.
"Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides"
. Biocatalysis and Biotransformation 28, no. 4
(2010) : 267-271.
http://dx.doi.org/10.3109/10242422.2010.501105---------- MLA ----------
Gudiño, E.D., Iribarren, A.M., Iglesias, L.E.
"Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides"
. Biocatalysis and Biotransformation, vol. 28, no. 4, 2010, pp. 267-271.
http://dx.doi.org/10.3109/10242422.2010.501105---------- VANCOUVER ----------
Gudiño, E.D., Iribarren, A.M., Iglesias, L.E. Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides. Biocatal. Biotransform. 2010;28(4):267-271.
http://dx.doi.org/10.3109/10242422.2010.501105