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...
| Autores: | , , , |
|---|---|
| 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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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 |
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info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
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openAccess |
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https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
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application/pdf application/pdf application/pdf application/pdf |
| dc.publisher.none.fl_str_mv |
Taylor & Francis Ltd |
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Taylor & Francis Ltd |
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reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
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Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) |
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CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
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dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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15,812429 |