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 principales: Mangone, C.P., N.Pereyra, E., Argimón, S., Moreno, S., Baldessari, A.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_01410229_v30_n5_p596_Mangone
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spelling todo:paper_01410229_v30_n5_p596_Mangone2023-10-03T14:58:32Z Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii Mangone, C.P. N.Pereyra, E. Argimón, S. Moreno, S. Baldessari, A. β-Ketoesters Mucor rouxii Mycelial Spores Yeast Biomass Cells Esters Fungi Organic solvents Water Yeast Aerobiosis Stereoselectivity Reduction ester derivative organic solvent water aerobic metabolism article bacterial spore biomass catalysis controlled study enantiomer enantioselectivity fungal cell fungus fungus growth fungus spore morphology Mucor mucor rouxii mycelium nonhuman physiology reduction rehydration stereochemistry yeast Amylomyces rouxii Fungi Mucor 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. © 2002 Elsevier Science Inc. All rights reserved. Fil:Mangone, C.P. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:N.Pereyra, E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Argimón, S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Moreno, S. 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_01410229_v30_n5_p596_Mangone
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic β-Ketoesters
Mucor rouxii
Mycelial
Spores
Yeast
Biomass
Cells
Esters
Fungi
Organic solvents
Water
Yeast
Aerobiosis
Stereoselectivity
Reduction
ester derivative
organic solvent
water
aerobic metabolism
article
bacterial spore
biomass
catalysis
controlled study
enantiomer
enantioselectivity
fungal cell
fungus
fungus growth
fungus spore
morphology
Mucor
mucor rouxii
mycelium
nonhuman
physiology
reduction
rehydration
stereochemistry
yeast
Amylomyces rouxii
Fungi
Mucor
spellingShingle β-Ketoesters
Mucor rouxii
Mycelial
Spores
Yeast
Biomass
Cells
Esters
Fungi
Organic solvents
Water
Yeast
Aerobiosis
Stereoselectivity
Reduction
ester derivative
organic solvent
water
aerobic metabolism
article
bacterial spore
biomass
catalysis
controlled study
enantiomer
enantioselectivity
fungal cell
fungus
fungus growth
fungus spore
morphology
Mucor
mucor rouxii
mycelium
nonhuman
physiology
reduction
rehydration
stereochemistry
yeast
Amylomyces rouxii
Fungi
Mucor
Mangone, C.P.
N.Pereyra, E.
Argimón, S.
Moreno, S.
Baldessari, A.
Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
topic_facet β-Ketoesters
Mucor rouxii
Mycelial
Spores
Yeast
Biomass
Cells
Esters
Fungi
Organic solvents
Water
Yeast
Aerobiosis
Stereoselectivity
Reduction
ester derivative
organic solvent
water
aerobic metabolism
article
bacterial spore
biomass
catalysis
controlled study
enantiomer
enantioselectivity
fungal cell
fungus
fungus growth
fungus spore
morphology
Mucor
mucor rouxii
mycelium
nonhuman
physiology
reduction
rehydration
stereochemistry
yeast
Amylomyces rouxii
Fungi
Mucor
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. © 2002 Elsevier Science Inc. All rights reserved.
format JOUR
author Mangone, C.P.
N.Pereyra, E.
Argimón, S.
Moreno, S.
Baldessari, A.
author_facet Mangone, C.P.
N.Pereyra, E.
Argimón, S.
Moreno, S.
Baldessari, A.
author_sort Mangone, C.P.
title Chemo- and stereoselective reduction of β-keto esters by spores and various morphological forms of Mucor rouxii
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
url http://hdl.handle.net/20.500.12110/paper_01410229_v30_n5_p596_Mangone
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AT npereyrae chemoandstereoselectivereductionofbketoestersbysporesandvariousmorphologicalformsofmucorrouxii
AT argimons chemoandstereoselectivereductionofbketoestersbysporesandvariousmorphologicalformsofmucorrouxii
AT morenos chemoandstereoselectivereductionofbketoestersbysporesandvariousmorphologicalformsofmucorrouxii
AT baldessaria chemoandstereoselectivereductionofbketoestersbysporesandvariousmorphologicalformsofmucorrouxii
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