Coupled biocatalysts applied to the synthesis of nucleosides

Abstract Biocatalytic procedures offer a good alternative to the chemical synthesis of nucleosides since biocatalyzed reactions are regio- and stereoselective and afford reduced by-products contents. Among them, enzymatic transglycosylation between a pyrimidine nucleoside and a purine base catalyzed...

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Autores: Médici, Rosario, Taverna Porro, Marisa Lia, Lewkowicz, Elizabeth Sandra, Montserrat, Javier Marcelo, Iribarren, Adolfo Marcelo
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2008
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/79647
Acceso en línea:http://hdl.handle.net/11336/79647
Access Level:acceso abierto
Palabra clave:Enzymatic Synthesis
Enzyme Immobilization
Modified Nucleosides
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
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network_acronym_str AR
network_name_str Argentina
repository_id_str
spelling Coupled biocatalysts applied to the synthesis of nucleosidesMédici, RosarioTaverna Porro, Marisa LiaLewkowicz, Elizabeth SandraMontserrat, Javier MarceloIribarren, Adolfo MarceloEnzymatic SynthesisEnzyme ImmobilizationModified Nucleosideshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Abstract Biocatalytic procedures offer a good alternative to the chemical synthesis of nucleosides since biocatalyzed reactions are regio- and stereoselective and afford reduced by-products contents. Among them, enzymatic transglycosylation between a pyrimidine nucleoside and a purine base catalyzed by nucleoside phosphorylases or microorganisms that contain them, has attracted considerable attention. In addition, the combination to other enzymatic steps has been explored. In this work we investigate the coupled action of nucleoside phosphorylases with other enzymatic activities: deaminase and phosphopentomutase. Unlike the preparation of other purine nucleosides, transglycosylation from a pyrimidine nucleoside and guanine is difficult because of the low solubility of this base. Therefore, another strategy, based on microbial transglycosylation followed by deamination, is here explored. The direct use of furanose 1-phosphate, the intermediate in the transglycosylation reaction, is an attractive alternative when pyrimidine nucleosides are not available. Its preparation from the more stable furanose 5-phosphate and phosphopentomutase is here applied to different sugars and bases.Fil: Médici, Rosario. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; ArgentinaFil: Taverna Porro, Marisa Lia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres"; ArgentinaFil: Lewkowicz, Elizabeth Sandra. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; ArgentinaFil: Montserrat, Javier Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres"; Argentina. Universidad Nacional de General Sarmiento; ArgentinaFil: Iribarren, Adolfo Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres"; Argentina. Universidad Nacional de Quilmes; ArgentinaOxford University Press2008-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/79647Médici, Rosario; Taverna Porro, Marisa Lia; Lewkowicz, Elizabeth Sandra; Montserrat, Javier Marcelo; Iribarren, Adolfo Marcelo; Coupled biocatalysts applied to the synthesis of nucleosides; Oxford University Press; Nucleic Acids Symposium Series; 52; 1; 9-2008; 541-5421746-8272CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1093/nass/nrn274info:eu-repo/semantics/altIdentifier/url/https://academic.oup.com/nass/article/52/1/541/1108413info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T13:54:28Zoai:ri.conicet.gov.ar:11336/79647instacron: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:34982024-05-08 13:54:29.167CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Coupled biocatalysts applied to the synthesis of nucleosides
title Coupled biocatalysts applied to the synthesis of nucleosides
spellingShingle Coupled biocatalysts applied to the synthesis of nucleosides
Médici, Rosario
Enzymatic Synthesis
Enzyme Immobilization
Modified Nucleosides
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
title_short Coupled biocatalysts applied to the synthesis of nucleosides
title_full Coupled biocatalysts applied to the synthesis of nucleosides
title_fullStr Coupled biocatalysts applied to the synthesis of nucleosides
title_full_unstemmed Coupled biocatalysts applied to the synthesis of nucleosides
title_sort Coupled biocatalysts applied to the synthesis of nucleosides
dc.creator.none.fl_str_mv Médici, Rosario
Taverna Porro, Marisa Lia
Lewkowicz, Elizabeth Sandra
Montserrat, Javier Marcelo
Iribarren, Adolfo Marcelo
author Médici, Rosario
author_facet Médici, Rosario
Taverna Porro, Marisa Lia
Lewkowicz, Elizabeth Sandra
Montserrat, Javier Marcelo
Iribarren, Adolfo Marcelo
author_role author
author2 Taverna Porro, Marisa Lia
Lewkowicz, Elizabeth Sandra
Montserrat, Javier Marcelo
Iribarren, Adolfo Marcelo
author2_role author
author
author
author
dc.subject.none.fl_str_mv Enzymatic Synthesis
Enzyme Immobilization
Modified Nucleosides
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
topic Enzymatic Synthesis
Enzyme Immobilization
Modified Nucleosides
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
description Abstract Biocatalytic procedures offer a good alternative to the chemical synthesis of nucleosides since biocatalyzed reactions are regio- and stereoselective and afford reduced by-products contents. Among them, enzymatic transglycosylation between a pyrimidine nucleoside and a purine base catalyzed by nucleoside phosphorylases or microorganisms that contain them, has attracted considerable attention. In addition, the combination to other enzymatic steps has been explored. In this work we investigate the coupled action of nucleoside phosphorylases with other enzymatic activities: deaminase and phosphopentomutase. Unlike the preparation of other purine nucleosides, transglycosylation from a pyrimidine nucleoside and guanine is difficult because of the low solubility of this base. Therefore, another strategy, based on microbial transglycosylation followed by deamination, is here explored. The direct use of furanose 1-phosphate, the intermediate in the transglycosylation reaction, is an attractive alternative when pyrimidine nucleosides are not available. Its preparation from the more stable furanose 5-phosphate and phosphopentomutase is here applied to different sugars and bases.
publishDate 2008
dc.date.none.fl_str_mv 2008-09
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/11336/79647
Médici, Rosario; Taverna Porro, Marisa Lia; Lewkowicz, Elizabeth Sandra; Montserrat, Javier Marcelo; Iribarren, Adolfo Marcelo; Coupled biocatalysts applied to the synthesis of nucleosides; Oxford University Press; Nucleic Acids Symposium Series; 52; 1; 9-2008; 541-542
1746-8272
CONICET Digital
CONICET
url http://hdl.handle.net/11336/79647
identifier_str_mv Médici, Rosario; Taverna Porro, Marisa Lia; Lewkowicz, Elizabeth Sandra; Montserrat, Javier Marcelo; Iribarren, Adolfo Marcelo; Coupled biocatalysts applied to the synthesis of nucleosides; Oxford University Press; Nucleic Acids Symposium Series; 52; 1; 9-2008; 541-542
1746-8272
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1093/nass/nrn274
info:eu-repo/semantics/altIdentifier/url/https://academic.oup.com/nass/article/52/1/541/1108413
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 Oxford University Press
publisher.none.fl_str_mv Oxford University Press
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
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_ 1799195501153746944
score 15,811543

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