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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|
| 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 |
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http://purl.org/coar/access_right/c_abf2 |
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CC0 1.0 Universal http://creativecommons.org/publicdomain/zero/1.0/ http://purl.org/coar/access_right/c_abf2 |
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openAccess |
| dc.publisher.spa.fl_str_mv |
Universidad de la Costa |
| institution |
Corporación Universidad de la Costa |
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Rinaldia, Francesca995786925f37f4e1b46c13bfacec0f76Fernández-Lucas, Jesús203a2ac57497988acae8aa40b528a49cde la Fuente, Diegoaf025c6a828e0be83b38d9d52e6bed3dZheng, Changpingc310cab398e4599756e2008cfc86f138Teodora Bavaroafb2aef66add639309e129d90def55a0BAVARO, TEODORA20888ccd631d91cc729c8fe5eb9e384bPeters, Benjamin2351877bc8ac453c3bc06c71703e289dMASSOLINI, GABRIELLAfadbcb019a7c8a6b696f416846a88b5cContig, Paola349518b19ab83639e10629b7416f29a1de la Mata, Isabelf9331ddbd74d058fed0339ba1c416b2aTERRENI, MARCO4452f43d243e66b8ecb49dae6a7d3ae4Calleri, Enrica949b10ed0a59fbe06e565a6a6435d5e92020-05-04T22:11:33Z2020-05-04T22:11:33Z2020https://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.engUniversidad 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/acceptedVersionORIGINALImmobilized 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/bitstream/11323/6247/1/Immobilized%20enzyme%20reactors%20based%20on%20nucleoside%20phosphorylases%20and%202%e2%80%b2-deoxyribosyltransferase%20for%20the%20in-flow%20synthesis%20of%20pharmaceutically%20relevant%20nucleoside%20analogues.pdf2eef4cd6afa094b6cb9760e2b4752e2fMD51open accessCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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