Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach

Autores
Giaimo, Lautaro Agustin Maria; Lafuente, María Leticia; Fernández Varela, Romina Noelia; Nóbile, Matías Leonardo; Iribarren, Adolfo Marcelo; Lewkowicz, Elizabeth Sandra
Año de publicación
2025
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Nucleoside analogues are biologically active drugs that are well known for their therapeutic properties. Chemical synthesis of these compounds is complex due to time constraints, contaminant methodologies, and numerous steps involved. In contrast, biocatalyzed synthesis, particularly using microorganisms, offers many advantages. In this work, we introduce the synthesis of 4‐iodoimidazole‐ribonucleoside, through a microbial transglycosylation biocatalyzed by Erwinia amylovora whole cells, selected as the optimal catalyst for this biotransformation upon evaluating our microbial collection. Parameters were analyzed to optimize the reaction, and the use of this biocatalyst in transglycosylation with other natural and non‐natural bases and different sugar donor nucleosides was also verified.
Fil: Giaimo, Lautaro Agustin Maria. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Lafuente, María Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Fernández Varela, Romina Noelia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Nóbile, Matías Leonardo. 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; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Lewkowicz, Elizabeth Sandra. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
4-IODOIMIDAZOLE NUCLEOSIDES
BIOCATALYSIS
BIOCATALYSIS
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:11336/269332
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell ApproachGiaimo, Lautaro Agustin MariaLafuente, María LeticiaFernández Varela, Romina NoeliaNóbile, Matías LeonardoIribarren, Adolfo MarceloLewkowicz, Elizabeth Sandra4-IODOIMIDAZOLE NUCLEOSIDESBIOCATALYSISBIOCATALYSIShttps://purl.org/becyt/ford/2.9https://purl.org/becyt/ford/2Nucleoside analogues are biologically active drugs that are well known for their therapeutic properties. Chemical synthesis of these compounds is complex due to time constraints, contaminant methodologies, and numerous steps involved. In contrast, biocatalyzed synthesis, particularly using microorganisms, offers many advantages. In this work, we introduce the synthesis of 4‐iodoimidazole‐ribonucleoside, through a microbial transglycosylation biocatalyzed by Erwinia amylovora whole cells, selected as the optimal catalyst for this biotransformation upon evaluating our microbial collection. Parameters were analyzed to optimize the reaction, and the use of this biocatalyst in transglycosylation with other natural and non‐natural bases and different sugar donor nucleosides was also verified.Fil: Giaimo, Lautaro Agustin Maria. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; ArgentinaFil: Lafuente, María Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; ArgentinaFil: Fernández Varela, Romina Noelia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; ArgentinaFil: Nóbile, Matías Leonardo. 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; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; ArgentinaFil: Lewkowicz, Elizabeth Sandra. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaWiley VCH Verlag2025-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/269332Giaimo, Lautaro Agustin Maria; Lafuente, María Leticia; Fernández Varela, Romina Noelia; Nóbile, Matías Leonardo; Iribarren, Adolfo Marcelo; et al.; Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach; Wiley VCH Verlag; European Journal of Organic Chemistry; 28; 7; 2-2025; 1-101434-193XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202400950info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.202400950info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-05T09:47:33Zoai:ri.conicet.gov.ar:11336/269332instacron: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:34982025-11-05 09:47:33.263CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
title Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
spellingShingle Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
Giaimo, Lautaro Agustin Maria
4-IODOIMIDAZOLE NUCLEOSIDES
BIOCATALYSIS
BIOCATALYSIS
title_short Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
title_full Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
title_fullStr Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
title_full_unstemmed Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
title_sort Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach
dc.creator.none.fl_str_mv Giaimo, Lautaro Agustin Maria
Lafuente, María Leticia
Fernández Varela, Romina Noelia
Nóbile, Matías Leonardo
Iribarren, Adolfo Marcelo
Lewkowicz, Elizabeth Sandra
author Giaimo, Lautaro Agustin Maria
author_facet Giaimo, Lautaro Agustin Maria
Lafuente, María Leticia
Fernández Varela, Romina Noelia
Nóbile, Matías Leonardo
Iribarren, Adolfo Marcelo
Lewkowicz, Elizabeth Sandra
author_role author
author2 Lafuente, María Leticia
Fernández Varela, Romina Noelia
Nóbile, Matías Leonardo
Iribarren, Adolfo Marcelo
Lewkowicz, Elizabeth Sandra
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv 4-IODOIMIDAZOLE NUCLEOSIDES
BIOCATALYSIS
BIOCATALYSIS
topic 4-IODOIMIDAZOLE NUCLEOSIDES
BIOCATALYSIS
BIOCATALYSIS
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Nucleoside analogues are biologically active drugs that are well known for their therapeutic properties. Chemical synthesis of these compounds is complex due to time constraints, contaminant methodologies, and numerous steps involved. In contrast, biocatalyzed synthesis, particularly using microorganisms, offers many advantages. In this work, we introduce the synthesis of 4‐iodoimidazole‐ribonucleoside, through a microbial transglycosylation biocatalyzed by Erwinia amylovora whole cells, selected as the optimal catalyst for this biotransformation upon evaluating our microbial collection. Parameters were analyzed to optimize the reaction, and the use of this biocatalyst in transglycosylation with other natural and non‐natural bases and different sugar donor nucleosides was also verified.
Fil: Giaimo, Lautaro Agustin Maria. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Lafuente, María Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Fernández Varela, Romina Noelia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Nóbile, Matías Leonardo. 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; Argentina. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina
Fil: Lewkowicz, Elizabeth Sandra. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Nucleoside analogues are biologically active drugs that are well known for their therapeutic properties. Chemical synthesis of these compounds is complex due to time constraints, contaminant methodologies, and numerous steps involved. In contrast, biocatalyzed synthesis, particularly using microorganisms, offers many advantages. In this work, we introduce the synthesis of 4‐iodoimidazole‐ribonucleoside, through a microbial transglycosylation biocatalyzed by Erwinia amylovora whole cells, selected as the optimal catalyst for this biotransformation upon evaluating our microbial collection. Parameters were analyzed to optimize the reaction, and the use of this biocatalyst in transglycosylation with other natural and non‐natural bases and different sugar donor nucleosides was also verified.
publishDate 2025
dc.date.none.fl_str_mv 2025-02
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/11336/269332
Giaimo, Lautaro Agustin Maria; Lafuente, María Leticia; Fernández Varela, Romina Noelia; Nóbile, Matías Leonardo; Iribarren, Adolfo Marcelo; et al.; Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach; Wiley VCH Verlag; European Journal of Organic Chemistry; 28; 7; 2-2025; 1-10
1434-193X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/269332
identifier_str_mv Giaimo, Lautaro Agustin Maria; Lafuente, María Leticia; Fernández Varela, Romina Noelia; Nóbile, Matías Leonardo; Iribarren, Adolfo Marcelo; et al.; Synthesis of 4‐Iodoimidazole Nucleosides: A Biocatalyzed Whole Cell Approach; Wiley VCH Verlag; European Journal of Organic Chemistry; 28; 7; 2-2025; 1-10
1434-193X
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://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202400950
info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.202400950
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
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
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
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score 13.087074

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