Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid

Autores
Gudino, Esteban D.; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Ionic liquids (ILs) were assayed as reaction medium for the enzymatic deacetylation of three methyl 2,3,5-tri-O-acetyl-a,b-D-furanosides and the obtained results show the influence of the IL and the furanose structure on the regioselectivity of hydrolyses catalysed by the tested lipases. In a reaction medium consisting of a 1:1 mixture of 30 mM phosphate buffer (pH 7) and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]), Candida rugosa lipase catalysed the formation of methyl 2,3-di-O-acetyl-a,b-D-arabinofuranoside in 77 %, while in a 9:1 mixture of the same buffer and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), methyl 2,3-di-O-acetyl-a,b-D-ribofuranoside was obtained in 62 %.
Fil: Gudino, Esteban D.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina
Fil: Iribarren, Adolfo Marcelo. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
NUCLEOSIDES
IONIC LIQUIDS
DEACETYLATION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/197002
Acceder
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network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic LiquidGudino, Esteban D.Iribarren, Adolfo MarceloIglesias, Luis EmilioNUCLEOSIDESIONIC LIQUIDSDEACETYLATIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Ionic liquids (ILs) were assayed as reaction medium for the enzymatic deacetylation of three methyl 2,3,5-tri-O-acetyl-a,b-D-furanosides and the obtained results show the influence of the IL and the furanose structure on the regioselectivity of hydrolyses catalysed by the tested lipases. In a reaction medium consisting of a 1:1 mixture of 30 mM phosphate buffer (pH 7) and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]), Candida rugosa lipase catalysed the formation of methyl 2,3-di-O-acetyl-a,b-D-arabinofuranoside in 77 %, while in a 9:1 mixture of the same buffer and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), methyl 2,3-di-O-acetyl-a,b-D-ribofuranoside was obtained in 62 %.Fil: Gudino, Esteban D.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; ArgentinaFil: Iribarren, Adolfo Marcelo. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaBentham Science Publishers2012-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/197002Gudino, Esteban D.; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid; Bentham Science Publishers; Current Catalysise; 1; 1; 8-2012; 19-232211-5447CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.eurekaselect.com/article/41137info:eu-repo/semantics/altIdentifier/doi/10.2174/2211544711201010019info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:05:57Zoai:ri.conicet.gov.ar:11336/197002instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:05:57.565CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
title Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
spellingShingle Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
Gudino, Esteban D.
NUCLEOSIDES
IONIC LIQUIDS
DEACETYLATION
title_short Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
title_full Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
title_fullStr Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
title_full_unstemmed Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
title_sort Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid
dc.creator.none.fl_str_mv Gudino, Esteban D.
Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
author Gudino, Esteban D.
author_facet Gudino, Esteban D.
Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
author_role author
author2 Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
author2_role author
author
dc.subject.none.fl_str_mv NUCLEOSIDES
IONIC LIQUIDS
DEACETYLATION
topic NUCLEOSIDES
IONIC LIQUIDS
DEACETYLATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Ionic liquids (ILs) were assayed as reaction medium for the enzymatic deacetylation of three methyl 2,3,5-tri-O-acetyl-a,b-D-furanosides and the obtained results show the influence of the IL and the furanose structure on the regioselectivity of hydrolyses catalysed by the tested lipases. In a reaction medium consisting of a 1:1 mixture of 30 mM phosphate buffer (pH 7) and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]), Candida rugosa lipase catalysed the formation of methyl 2,3-di-O-acetyl-a,b-D-arabinofuranoside in 77 %, while in a 9:1 mixture of the same buffer and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), methyl 2,3-di-O-acetyl-a,b-D-ribofuranoside was obtained in 62 %.
Fil: Gudino, Esteban D.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina
Fil: Iribarren, Adolfo Marcelo. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Ionic liquids (ILs) were assayed as reaction medium for the enzymatic deacetylation of three methyl 2,3,5-tri-O-acetyl-a,b-D-furanosides and the obtained results show the influence of the IL and the furanose structure on the regioselectivity of hydrolyses catalysed by the tested lipases. In a reaction medium consisting of a 1:1 mixture of 30 mM phosphate buffer (pH 7) and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]), Candida rugosa lipase catalysed the formation of methyl 2,3-di-O-acetyl-a,b-D-arabinofuranoside in 77 %, while in a 9:1 mixture of the same buffer and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), methyl 2,3-di-O-acetyl-a,b-D-ribofuranoside was obtained in 62 %.
publishDate 2012
dc.date.none.fl_str_mv 2012-08
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/197002
Gudino, Esteban D.; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid; Bentham Science Publishers; Current Catalysise; 1; 1; 8-2012; 19-23
2211-5447
CONICET Digital
CONICET
url http://hdl.handle.net/11336/197002
identifier_str_mv Gudino, Esteban D.; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; Regioselectivity of Lipase-Catalysed Deacetylation of Methyl 2,3,5-tri-OAcetyl-α, β-D-Furanosides in Ionic Liquid; Bentham Science Publishers; Current Catalysise; 1; 1; 8-2012; 19-23
2211-5447
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.eurekaselect.com/article/41137
info:eu-repo/semantics/altIdentifier/doi/10.2174/2211544711201010019
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Bentham Science Publishers
publisher.none.fl_str_mv Bentham Science Publishers
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842269935779184640
score 13.13397

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