Rhodotorula minuta-mediated bioreduction of 1,2-diketones

The reduction of cyclic and acyclic 1,2-diketones was investigated by employing whole cells of the yeast Rhodotorula minuta as biocatalyst. The reactions showed a variable degree of regio- and enantioselectivity depending on the nature of the substrate. In the case of cyclic diketones, the reduction...

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Detalles Bibliográficos
Autores: Monsalve, Leandro Nicolas, Cerruti, Pedro, Galvagno, Miguel Angel, Baldessari, Alicia
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2010
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/84705
Acceso en línea:http://hdl.handle.net/11336/84705
Access Level:acceso abierto
Palabra clave:1,2-DIKETONES
BIOREDUCTION
RHODOTORULA MINUTA
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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spelling Rhodotorula minuta-mediated bioreduction of 1,2-diketonesMonsalve, Leandro NicolasCerruti, PedroGalvagno, Miguel AngelBaldessari, Alicia1,2-DIKETONESBIOREDUCTIONRHODOTORULA MINUTAhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The reduction of cyclic and acyclic 1,2-diketones was investigated by employing whole cells of the yeast Rhodotorula minuta as biocatalyst. The reactions showed a variable degree of regio- and enantioselectivity depending on the nature of the substrate. In the case of cyclic diketones, the reduction afforded a mixture of diastereomeric diols only. The reduction of acyclic diketones allowed production of both the hydroxy ketone and the diol, in a two-step reaction. The first step was highly regio- and stereoselective, affording the hydroxy ketone of (S)-configuration with high enantiomeric excess. After longer reaction times the corresponding (S,S)-diols were obtained in high yield and diastereomeric excess. © 2010 Informa UK Ltd.Fil: Monsalve, Leandro Nicolas. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Cerruti, Pedro. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ingeniería. Departamento de Ingeniería Química; ArgentinaFil: Galvagno, Miguel Angel. Universidad de Buenos Aires. Facultad de Ingeniería. Departamento de Ingeniería Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Biotecnológicas. Instituto de Investigaciones Biotecnológicas "Dr. Raúl Alfonsín" (sede Chascomús). Universidad Nacional de San Martín. Instituto de Investigaciones Biotecnológicas. Instituto de Investigaciones Biotecnológicas "Dr. Raúl Alfonsín" (sede Chascomús); ArgentinaFil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaTaylor & Francis Ltd2010-03info: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/11336/84705Monsalve, Leandro Nicolas; Cerruti, Pedro; Galvagno, Miguel Angel; Baldessari, Alicia; Rhodotorula minuta-mediated bioreduction of 1,2-diketones; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 28; 2; 3-2010; 137-1431024-2422CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.3109/10242420903515445info:eu-repo/semantics/altIdentifier/doi/10.3109/10242420903515445info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T13:37:49Zoai:ri.conicet.gov.ar:11336/84705instacron: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:34982024-05-08 13:37:50.04CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Rhodotorula minuta-mediated bioreduction of 1,2-diketones
title Rhodotorula minuta-mediated bioreduction of 1,2-diketones
spellingShingle Rhodotorula minuta-mediated bioreduction of 1,2-diketones
Monsalve, Leandro Nicolas
1,2-DIKETONES
BIOREDUCTION
RHODOTORULA MINUTA
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Rhodotorula minuta-mediated bioreduction of 1,2-diketones
title_full Rhodotorula minuta-mediated bioreduction of 1,2-diketones
title_fullStr Rhodotorula minuta-mediated bioreduction of 1,2-diketones
title_full_unstemmed Rhodotorula minuta-mediated bioreduction of 1,2-diketones
title_sort Rhodotorula minuta-mediated bioreduction of 1,2-diketones
dc.creator.none.fl_str_mv Monsalve, Leandro Nicolas
Cerruti, Pedro
Galvagno, Miguel Angel
Baldessari, Alicia
author Monsalve, Leandro Nicolas
author_facet Monsalve, Leandro Nicolas
Cerruti, Pedro
Galvagno, Miguel Angel
Baldessari, Alicia
author_role author
author2 Cerruti, Pedro
Galvagno, Miguel Angel
Baldessari, Alicia
author2_role author
author
author
dc.subject.none.fl_str_mv 1,2-DIKETONES
BIOREDUCTION
RHODOTORULA MINUTA
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic 1,2-DIKETONES
BIOREDUCTION
RHODOTORULA MINUTA
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description The reduction of cyclic and acyclic 1,2-diketones was investigated by employing whole cells of the yeast Rhodotorula minuta as biocatalyst. The reactions showed a variable degree of regio- and enantioselectivity depending on the nature of the substrate. In the case of cyclic diketones, the reduction afforded a mixture of diastereomeric diols only. The reduction of acyclic diketones allowed production of both the hydroxy ketone and the diol, in a two-step reaction. The first step was highly regio- and stereoselective, affording the hydroxy ketone of (S)-configuration with high enantiomeric excess. After longer reaction times the corresponding (S,S)-diols were obtained in high yield and diastereomeric excess. © 2010 Informa UK Ltd.
publishDate 2010
dc.date.none.fl_str_mv 2010-03
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/11336/84705
Monsalve, Leandro Nicolas; Cerruti, Pedro; Galvagno, Miguel Angel; Baldessari, Alicia; Rhodotorula minuta-mediated bioreduction of 1,2-diketones; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 28; 2; 3-2010; 137-143
1024-2422
CONICET Digital
CONICET
url http://hdl.handle.net/11336/84705
identifier_str_mv Monsalve, Leandro Nicolas; Cerruti, Pedro; Galvagno, Miguel Angel; Baldessari, Alicia; Rhodotorula minuta-mediated bioreduction of 1,2-diketones; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 28; 2; 3-2010; 137-143
1024-2422
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://www.tandfonline.com/doi/abs/10.3109/10242420903515445
info:eu-repo/semantics/altIdentifier/doi/10.3109/10242420903515445
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 Taylor & Francis Ltd
publisher.none.fl_str_mv Taylor & Francis Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
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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