Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues
In this work, a mono- and a bi-enzymatic analytical immobilized enzyme reactors (IMERs) were developed as prototypes for biosynthetic purposes and their performances in the in-flow synthesis of nucleoside analogues of pharmaceutical interest were evaluated. Two biocatalytic routes based on nucleosid...
- Autores:
-
Rinaldia, Francesca
Fernández-Lucas, Jesús
de la Fuente, Diego
Zheng, Changping
Teodora Bavaro
BAVARO, TEODORA
Peters, Benjamin
MASSOLINI, GABRIELLA
Contig, Paola
de la Mata, Isabel
TERRENI, MARCO
Calleri, Enrica
- Tipo de recurso:
- http://purl.org/coar/resource_type/c_816b
- Fecha de publicación:
- 2020
- Institución:
- Corporación Universidad de la Costa
- Repositorio:
- REDICUC - Repositorio CUC
- Idioma:
- eng
- OAI Identifier:
- oai:repositorio.cuc.edu.co:11323/6247
- Acceso en línea:
- https://hdl.handle.net/11323/6247
https://doi.org/10.1016/j.biortech.2020.123258
https://repositorio.cuc.edu.co/
- Palabra clave:
- Biocatalysis
Immobilized enzyme reactors
Nucleoside analogues
Nucleoside 2′-deoxyribosyltransferases
Nucleoside phosphorylases
- Rights
- openAccess
- License
- CC0 1.0 Universal
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oai:repositorio.cuc.edu.co:11323/6247 |
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RCUC2 |
network_name_str |
REDICUC - Repositorio CUC |
repository_id_str |
|
dc.title.spa.fl_str_mv |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
title |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
spellingShingle |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues Biocatalysis Immobilized enzyme reactors Nucleoside analogues Nucleoside 2′-deoxyribosyltransferases Nucleoside phosphorylases |
title_short |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
title_full |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
title_fullStr |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
title_full_unstemmed |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
title_sort |
Immobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues |
dc.creator.fl_str_mv |
Rinaldia, Francesca Fernández-Lucas, Jesús de la Fuente, Diego Zheng, Changping Teodora Bavaro BAVARO, TEODORA Peters, Benjamin MASSOLINI, GABRIELLA Contig, Paola de la Mata, Isabel TERRENI, MARCO Calleri, Enrica |
dc.contributor.author.spa.fl_str_mv |
Rinaldia, Francesca Fernández-Lucas, Jesús de la Fuente, Diego Zheng, Changping Teodora Bavaro BAVARO, TEODORA Peters, Benjamin MASSOLINI, GABRIELLA Contig, Paola de la Mata, Isabel TERRENI, MARCO Calleri, Enrica |
dc.subject.spa.fl_str_mv |
Biocatalysis Immobilized enzyme reactors Nucleoside analogues Nucleoside 2′-deoxyribosyltransferases Nucleoside phosphorylases |
topic |
Biocatalysis Immobilized enzyme reactors Nucleoside analogues Nucleoside 2′-deoxyribosyltransferases Nucleoside phosphorylases |
description |
In this work, a mono- and a bi-enzymatic analytical immobilized enzyme reactors (IMERs) were developed as prototypes for biosynthetic purposes and their performances in the in-flow synthesis of nucleoside analogues of pharmaceutical interest were evaluated. Two biocatalytic routes based on nucleoside 2′-deoxyribosyltransferase from Lactobacillus reuteri (LrNDT) and uridine phosphorylase from Clostridium perfrigens (CpUP)/purine nucleoside phosphorylase from Aeromonas hydrophila (AhPNP) were investigated in the synthesis of 2′-deoxy, 2′,3′-dideoxy and arabinonucleoside derivatives. LrNDT-IMER catalyzed the synthesis of 5-fluoro-2′-deoxyuridine and 5-iodo-2′-deoxyuridine in 65–59% conversion yield, while CpUP/AhPNP-IMER provided the best results for the preparation of arabinosyladenine (60% conversion yield). Both IMERs proved to be promising alternatives to chemical routes for the synthesis of nucleoside analogues. The developed in-flow system represents a powerful tool for the fast production on analytical scale of nucleosides for preliminary biological tests. |
publishDate |
2020 |
dc.date.accessioned.none.fl_str_mv |
2020-05-04T22:11:33Z |
dc.date.available.none.fl_str_mv |
2020-05-04T22:11:33Z |
dc.date.issued.none.fl_str_mv |
2020 |
dc.type.spa.fl_str_mv |
Pre-Publicación |
dc.type.coar.spa.fl_str_mv |
http://purl.org/coar/resource_type/c_816b |
dc.type.content.spa.fl_str_mv |
Text |
dc.type.driver.spa.fl_str_mv |
info:eu-repo/semantics/preprint |
dc.type.redcol.spa.fl_str_mv |
http://purl.org/redcol/resource_type/ARTOTR |
dc.type.version.spa.fl_str_mv |
info:eu-repo/semantics/acceptedVersion |
format |
http://purl.org/coar/resource_type/c_816b |
status_str |
acceptedVersion |
dc.identifier.uri.spa.fl_str_mv |
https://hdl.handle.net/11323/6247 |
dc.identifier.doi.spa.fl_str_mv |
https://doi.org/10.1016/j.biortech.2020.123258 |
dc.identifier.instname.spa.fl_str_mv |
Corporación Universidad de la Costa |
dc.identifier.reponame.spa.fl_str_mv |
REDICUC - Repositorio CUC |
dc.identifier.repourl.spa.fl_str_mv |
https://repositorio.cuc.edu.co/ |
url |
https://hdl.handle.net/11323/6247 https://doi.org/10.1016/j.biortech.2020.123258 https://repositorio.cuc.edu.co/ |
identifier_str_mv |
Corporación Universidad de la Costa REDICUC - Repositorio CUC |
dc.language.iso.none.fl_str_mv |
eng |
language |
eng |
dc.rights.spa.fl_str_mv |
CC0 1.0 Universal |
dc.rights.uri.spa.fl_str_mv |
http://creativecommons.org/publicdomain/zero/1.0/ |
dc.rights.accessrights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
dc.rights.coar.spa.fl_str_mv |
http://purl.org/coar/access_right/c_abf2 |
rights_invalid_str_mv |
CC0 1.0 Universal http://creativecommons.org/publicdomain/zero/1.0/ http://purl.org/coar/access_right/c_abf2 |
eu_rights_str_mv |
openAccess |
dc.publisher.spa.fl_str_mv |
Universidad de la Costa |
institution |
Corporación Universidad de la Costa |
bitstream.url.fl_str_mv |
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spelling |
Rinaldia, FrancescaFernández-Lucas, Jesúsde la Fuente, DiegoZheng, ChangpingTeodora BavaroBAVARO, TEODORAPeters, BenjaminMASSOLINI, GABRIELLAContig, Paolade la Mata, IsabelTERRENI, MARCOCalleri, Enrica2020-05-04T22:11:33Z2020-05-04T22:11:33Z2020https://hdl.handle.net/11323/6247https://doi.org/10.1016/j.biortech.2020.123258Corporación Universidad de la CostaREDICUC - Repositorio CUChttps://repositorio.cuc.edu.co/In this work, a mono- and a bi-enzymatic analytical immobilized enzyme reactors (IMERs) were developed as prototypes for biosynthetic purposes and their performances in the in-flow synthesis of nucleoside analogues of pharmaceutical interest were evaluated. Two biocatalytic routes based on nucleoside 2′-deoxyribosyltransferase from Lactobacillus reuteri (LrNDT) and uridine phosphorylase from Clostridium perfrigens (CpUP)/purine nucleoside phosphorylase from Aeromonas hydrophila (AhPNP) were investigated in the synthesis of 2′-deoxy, 2′,3′-dideoxy and arabinonucleoside derivatives. LrNDT-IMER catalyzed the synthesis of 5-fluoro-2′-deoxyuridine and 5-iodo-2′-deoxyuridine in 65–59% conversion yield, while CpUP/AhPNP-IMER provided the best results for the preparation of arabinosyladenine (60% conversion yield). Both IMERs proved to be promising alternatives to chemical routes for the synthesis of nucleoside analogues. The developed in-flow system represents a powerful tool for the fast production on analytical scale of nucleosides for preliminary biological tests.Rinaldia, FrancescaFernández-Lucas, Jesús-will be generated-orcid-0000-0001-7045-8306-600de la Fuente, Diego-will be generated-orcid-0000-0002-6193-7345-600Zheng, ChangpingTeodora BavaroBAVARO, TEODORA-will be generated-orcid-0000-0002-1286-2535-600Peters, BenjaminMASSOLINI, GABRIELLA-will be generated-orcid-0000-0003-3035-9076-600Contig, Paolade la Mata, Isabel-will be generated-orcid-0000-0002-6637-2451-600TERRENI, MARCO-will be generated-orcid-0000-0002-7470-513X-600Calleri, EnricaengUniversidad de la CostaCC0 1.0 Universalhttp://creativecommons.org/publicdomain/zero/1.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2BiocatalysisImmobilized enzyme reactorsNucleoside analoguesNucleoside 2′-deoxyribosyltransferasesNucleoside phosphorylasesImmobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analoguesPre-Publicaciónhttp://purl.org/coar/resource_type/c_816bTextinfo:eu-repo/semantics/preprinthttp://purl.org/redcol/resource_type/ARTOTRinfo:eu-repo/semantics/acceptedVersionPublicationORIGINALImmobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues.pdfImmobilized enzyme reactors based on nucleoside phosphorylases and 2′-deoxyribosyltransferase for the in-flow synthesis of pharmaceutically relevant nucleoside analogues.pdfapplication/pdf293288https://repositorio.cuc.edu.co/bitstreams/20dddbe6-6b32-4277-b543-8166c0b588cd/download2eef4cd6afa094b6cb9760e2b4752e2fMD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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