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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Autores principales: Monsalve, L.N., Cerrutti, P., Galvagno, M.A., Baldessari, A.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_10242422_v28_n2_p137_Monsalve
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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
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