An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis
- Autores
- Palacio, Cyntia M.; Sabaini, María Belén; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio
- Año de publicación
- 2013
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- N-Monoacetylated derivatives of ribo- (adenosine, guanosine) and 2′-deoxyribonucleosides (2′-deoxyadenosine and 2′-deoxyguanosine), useful as oligonucleotide building blocks, were obtained in 88–100% by enzymatic chemoselective hydrolysis of the corresponding peracetylated nucleosides. Among the tested hydrolases, most satisfactory results were found with acylase I from Aspergillus melleus and Candida antarctica lipase B. For acylase I, the observed chemoselectivity towards ester hydrolysis, without amide reaction, broadens the information about the selectivity of the enzyme and its synthetic applications in the field of nucleosides.
Fil: Palacio, Cyntia M.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Sabaini, María Belén. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: 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. Departamento de Ciencia y Tecnología; Argentina
Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina - Materia
-
Chemoselectivity
Candida Antarctica Lipase B
Acylase I
Nucleobase N-Protection
Oligonucleotide Building Blocks - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/24092
Ver los metadatos del registro completo
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CONICET Digital (CONICET) |
spelling |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysisPalacio, Cyntia M.Sabaini, María BelénIribarren, Adolfo MarceloIglesias, Luis EmilioChemoselectivityCandida Antarctica Lipase BAcylase INucleobase N-ProtectionOligonucleotide Building Blockshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1N-Monoacetylated derivatives of ribo- (adenosine, guanosine) and 2′-deoxyribonucleosides (2′-deoxyadenosine and 2′-deoxyguanosine), useful as oligonucleotide building blocks, were obtained in 88–100% by enzymatic chemoselective hydrolysis of the corresponding peracetylated nucleosides. Among the tested hydrolases, most satisfactory results were found with acylase I from Aspergillus melleus and Candida antarctica lipase B. For acylase I, the observed chemoselectivity towards ester hydrolysis, without amide reaction, broadens the information about the selectivity of the enzyme and its synthetic applications in the field of nucleosides.Fil: Palacio, Cyntia M.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; ArgentinaFil: Sabaini, María Belén. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; 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. Departamento de Ciencia y Tecnología; ArgentinaFil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier2013-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/24092Palacio, Cyntia M.; Sabaini, María Belén; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis; Elsevier; Journal Of Biotechnology; 165; 2; 3-2013; 99-1010168-1656CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jbiotec.2013.03.004info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0168165613001399info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:40:44Zoai:ri.conicet.gov.ar:11336/24092instacron: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:34982025-09-29 09:40:44.364CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
title |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
spellingShingle |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis Palacio, Cyntia M. Chemoselectivity Candida Antarctica Lipase B Acylase I Nucleobase N-Protection Oligonucleotide Building Blocks |
title_short |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
title_full |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
title_fullStr |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
title_full_unstemmed |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
title_sort |
An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
dc.creator.none.fl_str_mv |
Palacio, Cyntia M. Sabaini, María Belén Iribarren, Adolfo Marcelo Iglesias, Luis Emilio |
author |
Palacio, Cyntia M. |
author_facet |
Palacio, Cyntia M. Sabaini, María Belén Iribarren, Adolfo Marcelo Iglesias, Luis Emilio |
author_role |
author |
author2 |
Sabaini, María Belén Iribarren, Adolfo Marcelo Iglesias, Luis Emilio |
author2_role |
author author author |
dc.subject.none.fl_str_mv |
Chemoselectivity Candida Antarctica Lipase B Acylase I Nucleobase N-Protection Oligonucleotide Building Blocks |
topic |
Chemoselectivity Candida Antarctica Lipase B Acylase I Nucleobase N-Protection Oligonucleotide Building Blocks |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
N-Monoacetylated derivatives of ribo- (adenosine, guanosine) and 2′-deoxyribonucleosides (2′-deoxyadenosine and 2′-deoxyguanosine), useful as oligonucleotide building blocks, were obtained in 88–100% by enzymatic chemoselective hydrolysis of the corresponding peracetylated nucleosides. Among the tested hydrolases, most satisfactory results were found with acylase I from Aspergillus melleus and Candida antarctica lipase B. For acylase I, the observed chemoselectivity towards ester hydrolysis, without amide reaction, broadens the information about the selectivity of the enzyme and its synthetic applications in the field of nucleosides. Fil: Palacio, Cyntia M.. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina Fil: Sabaini, María Belén. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Fil: 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. Departamento de Ciencia y Tecnología; Argentina Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina |
description |
N-Monoacetylated derivatives of ribo- (adenosine, guanosine) and 2′-deoxyribonucleosides (2′-deoxyadenosine and 2′-deoxyguanosine), useful as oligonucleotide building blocks, were obtained in 88–100% by enzymatic chemoselective hydrolysis of the corresponding peracetylated nucleosides. Among the tested hydrolases, most satisfactory results were found with acylase I from Aspergillus melleus and Candida antarctica lipase B. For acylase I, the observed chemoselectivity towards ester hydrolysis, without amide reaction, broadens the information about the selectivity of the enzyme and its synthetic applications in the field of nucleosides. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-03 |
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/11336/24092 Palacio, Cyntia M.; Sabaini, María Belén; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis; Elsevier; Journal Of Biotechnology; 165; 2; 3-2013; 99-101 0168-1656 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/24092 |
identifier_str_mv |
Palacio, Cyntia M.; Sabaini, María Belén; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis; Elsevier; Journal Of Biotechnology; 165; 2; 3-2013; 99-101 0168-1656 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jbiotec.2013.03.004 info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0168165613001399 |
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 application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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_ |
1844613289462464512 |
score |
13.070432 |