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...
Guardado en:
Autores principales: | , , , |
---|---|
Formato: | JOUR |
Materias: | |
Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_10242422_v28_n2_p137_Monsalve |
Aporte de: |
id |
todo:paper_10242422_v28_n2_p137_Monsalve |
---|---|
record_format |
dspace |
spelling |
todo:paper_10242422_v28_n2_p137_Monsalve2023-10-03T15:56:52Z Rhodotorula minuta-mediated bioreduction of 1,2-diketones Monsalve, L.N. Cerrutti, P. Galvagno, M.A. Baldessari, A. 1,2-Diketones Bioreduction Rhodotorula minuta Bioreductions Diastereomeric Diastereomeric excess Diketones Enantiomeric excess High yield Reaction time Stereo-selective Two-step reactions Whole cell Enantioselectivity Ketones 1,2 cyclohexanediol derivative 1,2 diketone derivative 2 phenyl 2,3 propanedione 2,3 butanedione 2,3 pentanedione diketone unclassified drug article controlled study enantiomer enantioselectivity gas liquid chromatography nonhuman reduction Rhodotorula Rhodotorula minuta stereochemistry Rhodotorula minuta 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. Fil:Monsalve, L.N. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cerrutti, P. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Galvagno, M.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Baldessari, A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_10242422_v28_n2_p137_Monsalve |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
1,2-Diketones Bioreduction Rhodotorula minuta Bioreductions Diastereomeric Diastereomeric excess Diketones Enantiomeric excess High yield Reaction time Stereo-selective Two-step reactions Whole cell Enantioselectivity Ketones 1,2 cyclohexanediol derivative 1,2 diketone derivative 2 phenyl 2,3 propanedione 2,3 butanedione 2,3 pentanedione diketone unclassified drug article controlled study enantiomer enantioselectivity gas liquid chromatography nonhuman reduction Rhodotorula Rhodotorula minuta stereochemistry Rhodotorula minuta |
spellingShingle |
1,2-Diketones Bioreduction Rhodotorula minuta Bioreductions Diastereomeric Diastereomeric excess Diketones Enantiomeric excess High yield Reaction time Stereo-selective Two-step reactions Whole cell Enantioselectivity Ketones 1,2 cyclohexanediol derivative 1,2 diketone derivative 2 phenyl 2,3 propanedione 2,3 butanedione 2,3 pentanedione diketone unclassified drug article controlled study enantiomer enantioselectivity gas liquid chromatography nonhuman reduction Rhodotorula Rhodotorula minuta stereochemistry Rhodotorula minuta Monsalve, L.N. Cerrutti, P. Galvagno, M.A. Baldessari, A. Rhodotorula minuta-mediated bioreduction of 1,2-diketones |
topic_facet |
1,2-Diketones Bioreduction Rhodotorula minuta Bioreductions Diastereomeric Diastereomeric excess Diketones Enantiomeric excess High yield Reaction time Stereo-selective Two-step reactions Whole cell Enantioselectivity Ketones 1,2 cyclohexanediol derivative 1,2 diketone derivative 2 phenyl 2,3 propanedione 2,3 butanedione 2,3 pentanedione diketone unclassified drug article controlled study enantiomer enantioselectivity gas liquid chromatography nonhuman reduction Rhodotorula Rhodotorula minuta stereochemistry Rhodotorula minuta |
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. |
format |
JOUR |
author |
Monsalve, L.N. Cerrutti, P. Galvagno, M.A. Baldessari, A. |
author_facet |
Monsalve, L.N. Cerrutti, P. Galvagno, M.A. Baldessari, A. |
author_sort |
Monsalve, L.N. |
title |
Rhodotorula minuta-mediated bioreduction of 1,2-diketones |
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 |
url |
http://hdl.handle.net/20.500.12110/paper_10242422_v28_n2_p137_Monsalve |
work_keys_str_mv |
AT monsalveln rhodotorulaminutamediatedbioreductionof12diketones AT cerruttip rhodotorulaminutamediatedbioreductionof12diketones AT galvagnoma rhodotorulaminutamediatedbioreductionof12diketones AT baldessaria rhodotorulaminutamediatedbioreductionof12diketones |
_version_ |
1782027144584495104 |