Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases

Autores
Bianchi, Dario Alejandro; Moran Ramallal, Roberto; Iqbal, Naseem; Rudroff, Florian; Mihovilovic, Marko D.
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer–Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material.
Fil: Bianchi, Dario Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina
Fil: Moran Ramallal, Roberto. Vienna University of Technology; Austria
Fil: Iqbal, Naseem. Vienna University of Technology; Austria
Fil: Rudroff, Florian. Vienna University of Technology; Austria
Fil: Mihovilovic, Marko D.. Vienna University of Technology; Austria
Materia
Baeyer-Villiger Monooxygenase
C-Nucleoside
Carba-Showdomycin
Carba-C-Nucleoside
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/6029
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger MonooxygenasesBianchi, Dario AlejandroMoran Ramallal, RobertoIqbal, NaseemRudroff, FlorianMihovilovic, Marko D.Baeyer-Villiger MonooxygenaseC-NucleosideCarba-ShowdomycinCarba-C-Nucleosidehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer–Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material.Fil: Bianchi, Dario Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; ArgentinaFil: Moran Ramallal, Roberto. Vienna University of Technology; AustriaFil: Iqbal, Naseem. Vienna University of Technology; AustriaFil: Rudroff, Florian. Vienna University of Technology; AustriaFil: Mihovilovic, Marko D.. Vienna University of Technology; AustriaElsevier2013-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/6029Bianchi, Dario Alejandro; Moran Ramallal, Roberto; Iqbal, Naseem; Rudroff, Florian; Mihovilovic, Marko D.; Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases; Elsevier; Bioorganic & Medicinal Chemistry Letters; 23; 9; 3-2013; 2718-27200960-894Xenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmcl.2013.02.085info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0960894X13002709info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:58:49Zoai:ri.conicet.gov.ar:11336/6029instacron: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:34982025-09-03 09:58:49.588CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
title Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
spellingShingle Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
Bianchi, Dario Alejandro
Baeyer-Villiger Monooxygenase
C-Nucleoside
Carba-Showdomycin
Carba-C-Nucleoside
title_short Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
title_full Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
title_fullStr Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
title_full_unstemmed Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
title_sort Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases
dc.creator.none.fl_str_mv Bianchi, Dario Alejandro
Moran Ramallal, Roberto
Iqbal, Naseem
Rudroff, Florian
Mihovilovic, Marko D.
author Bianchi, Dario Alejandro
author_facet Bianchi, Dario Alejandro
Moran Ramallal, Roberto
Iqbal, Naseem
Rudroff, Florian
Mihovilovic, Marko D.
author_role author
author2 Moran Ramallal, Roberto
Iqbal, Naseem
Rudroff, Florian
Mihovilovic, Marko D.
author2_role author
author
author
author
dc.subject.none.fl_str_mv Baeyer-Villiger Monooxygenase
C-Nucleoside
Carba-Showdomycin
Carba-C-Nucleoside
topic Baeyer-Villiger Monooxygenase
C-Nucleoside
Carba-Showdomycin
Carba-C-Nucleoside
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer–Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material.
Fil: Bianchi, Dario Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina
Fil: Moran Ramallal, Roberto. Vienna University of Technology; Austria
Fil: Iqbal, Naseem. Vienna University of Technology; Austria
Fil: Rudroff, Florian. Vienna University of Technology; Austria
Fil: Mihovilovic, Marko D.. Vienna University of Technology; Austria
description A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer–Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material.
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/11336/6029
Bianchi, Dario Alejandro; Moran Ramallal, Roberto; Iqbal, Naseem; Rudroff, Florian; Mihovilovic, Marko D.; Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases; Elsevier; Bioorganic & Medicinal Chemistry Letters; 23; 9; 3-2013; 2718-2720
0960-894X
url http://hdl.handle.net/11336/6029
identifier_str_mv Bianchi, Dario Alejandro; Moran Ramallal, Roberto; Iqbal, Naseem; Rudroff, Florian; Mihovilovic, Marko D.; Enantiocomplementary Access to Carba-Analogs of C-Nucleoside Derivatives by Recombinant Baeyer-Villiger Monooxygenases; Elsevier; Bioorganic & Medicinal Chemistry Letters; 23; 9; 3-2013; 2718-2720
0960-894X
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmcl.2013.02.085
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0960894X13002709
info:eu-repo/semantics/altIdentifier/doi/
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv 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_ 1842269544702279680
score 13.13397

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