Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii

We report the efficient enantioselective reduction of a number of β-ketoesters by mycelial and yeast-like forms of the dimorphic fungus Mucor rouxii in a whole-cell process. Mycelial cells, grown in aerobiosis, were efficient in water, whereas the yeast-like cells, grown in anaerobic medium, were bo...

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Autores: Mangone, Constanza P, Pereyra, Elba Nora, Argimón, Silvia, Moreno, Silvia, Baldessari, Alicia
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2002
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/84823
Acesso em linha:http://hdl.handle.net/11336/84823
Access Level:acceso abierto
Palavra-chave:Β-KETOESTERS
MUCOR ROUXII
MYCELIAL
SPORES
YEAST
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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network_acronym_str AR
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repository_id_str
spelling Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxiiMangone, Constanza PPereyra, Elba NoraArgimón, SilviaMoreno, SilviaBaldessari, AliciaΒ-KETOESTERSMUCOR ROUXIIMYCELIALSPORESYEASThttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1We report the efficient enantioselective reduction of a number of β-ketoesters by mycelial and yeast-like forms of the dimorphic fungus Mucor rouxii in a whole-cell process. Mycelial cells, grown in aerobiosis, were efficient in water, whereas the yeast-like cells, grown in anaerobic medium, were both efficient in water and in organic solvents. Almost 100% of conversion with 97% of enantiomeric excess of the (S) forms of the reduced β-ketoesters was obtained at 15 g biomass (wet weight)/mmol substrate in two hours. The fungal spores, which are the physiologically resistant form of the fungus, also catalyzed the reductive process efficiently and stereoselectively. The freeze-dried as well as the warm-air dried yeast-like cells, rehydrated in a small volume of water, maintained the same efficiency and selectivity of the reaction in organic solvents as the fresh biomass up to at least 4 months.Fil: Mangone, Constanza P. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Pereyra, Elba Nora. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Biológica; ArgentinaFil: Argimón, Silvia. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Biológica; ArgentinaFil: Moreno, Silvia. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Biológica; ArgentinaFil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaElsevier Science Inc2002-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/84823Mangone, Constanza P; Pereyra, Elba Nora; Argimón, Silvia; Moreno, Silvia; Baldessari, Alicia; Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii; Elsevier Science Inc; Enzyme and Microbial Technology; 30; 5; 5-2002; 596-6010141-0229CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0141022901005166info:eu-repo/semantics/altIdentifier/doi/10.1016/S0141-0229(01)00516-6info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T13:56:43Zoai:ri.conicet.gov.ar:11336/84823instacron: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 13:56:44.201CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
title Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
spellingShingle Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
Mangone, Constanza P
Β-KETOESTERS
MUCOR ROUXII
MYCELIAL
SPORES
YEAST
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
title_full Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
title_fullStr Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
title_full_unstemmed Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
title_sort Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
dc.creator.none.fl_str_mv Mangone, Constanza P
Pereyra, Elba Nora
Argimón, Silvia
Moreno, Silvia
Baldessari, Alicia
author Mangone, Constanza P
author_facet Mangone, Constanza P
Pereyra, Elba Nora
Argimón, Silvia
Moreno, Silvia
Baldessari, Alicia
author_role author
author2 Pereyra, Elba Nora
Argimón, Silvia
Moreno, Silvia
Baldessari, Alicia
author2_role author
author
author
author
dc.subject.none.fl_str_mv Β-KETOESTERS
MUCOR ROUXII
MYCELIAL
SPORES
YEAST
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic Β-KETOESTERS
MUCOR ROUXII
MYCELIAL
SPORES
YEAST
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description We report the efficient enantioselective reduction of a number of β-ketoesters by mycelial and yeast-like forms of the dimorphic fungus Mucor rouxii in a whole-cell process. Mycelial cells, grown in aerobiosis, were efficient in water, whereas the yeast-like cells, grown in anaerobic medium, were both efficient in water and in organic solvents. Almost 100% of conversion with 97% of enantiomeric excess of the (S) forms of the reduced β-ketoesters was obtained at 15 g biomass (wet weight)/mmol substrate in two hours. The fungal spores, which are the physiologically resistant form of the fungus, also catalyzed the reductive process efficiently and stereoselectively. The freeze-dried as well as the warm-air dried yeast-like cells, rehydrated in a small volume of water, maintained the same efficiency and selectivity of the reaction in organic solvents as the fresh biomass up to at least 4 months.
publishDate 2002
dc.date.none.fl_str_mv 2002-05
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/11336/84823
Mangone, Constanza P; Pereyra, Elba Nora; Argimón, Silvia; Moreno, Silvia; Baldessari, Alicia; Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii; Elsevier Science Inc; Enzyme and Microbial Technology; 30; 5; 5-2002; 596-601
0141-0229
CONICET Digital
CONICET
url http://hdl.handle.net/11336/84823
identifier_str_mv Mangone, Constanza P; Pereyra, Elba Nora; Argimón, Silvia; Moreno, Silvia; Baldessari, Alicia; Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii; Elsevier Science Inc; Enzyme and Microbial Technology; 30; 5; 5-2002; 596-601
0141-0229
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.sciencedirect.com/science/article/pii/S0141022901005166
info:eu-repo/semantics/altIdentifier/doi/10.1016/S0141-0229(01)00516-6
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
dc.publisher.none.fl_str_mv Elsevier Science Inc
publisher.none.fl_str_mv Elsevier Science Inc
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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score 15,811543