Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes

The enantioselective synthesis of organic compounds is one of the great challenges in organic synthetic chemistry due to its importance for the acquisition of biologically active derivatives, e.g., pharmaceuticals, agrochemicals, and others. This is why biological systems are increasingly applied as...

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Main Authors: Agnieszka Raczyńska, Joanna Jadczyk, Małgorzata Brzezińska-Rodak
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/11/7/781
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author Agnieszka Raczyńska
Joanna Jadczyk
Małgorzata Brzezińska-Rodak
author_facet Agnieszka Raczyńska
Joanna Jadczyk
Małgorzata Brzezińska-Rodak
author_sort Agnieszka Raczyńska
collection DOAJ
description The enantioselective synthesis of organic compounds is one of the great challenges in organic synthetic chemistry due to its importance for the acquisition of biologically active derivatives, e.g., pharmaceuticals, agrochemicals, and others. This is why biological systems are increasingly applied as tools for chiral compounds synthesis or modification. The use of whole cells of “wild-type” microorganisms is one possible approach, especially as some methods allow improving the conversion degrees and controlling the stereoselectivity of the reaction without the need to introduce changes at the genetic level. Simple manipulation of the culture conditions, the form of a biocatalyst, or the appropriate composition of the biotransformation medium makes it possible to obtain optically pure products in a cheap, safe, and environmentally friendly manner. This review contains selected examples of the influence of physicochemical factors on the stereochemistry of the biocatalytic preparation of enantiomerically pure compounds, which is undertaken through kinetically controlled separation of their racemic mixtures or reduction of prochiral ketones and has an effect on the final enantiomeric purity and enantioselectivity of the reaction.
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spelling doaj.art-1bedc797b6d241228650c43cfac41a062023-11-22T01:56:13ZengMDPI AGCatalysts2073-43442021-06-0111778110.3390/catal11070781Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the ProcessesAgnieszka Raczyńska0Joanna Jadczyk1Małgorzata Brzezińska-Rodak2Department of Biochemistry, Molecular Biology and Biotechnology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Stanisława Wyspiańskiego 27, 50-370 Wrocław, PolandDepartment of Biochemistry, Molecular Biology and Biotechnology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Stanisława Wyspiańskiego 27, 50-370 Wrocław, PolandDepartment of Biochemistry, Molecular Biology and Biotechnology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Stanisława Wyspiańskiego 27, 50-370 Wrocław, PolandThe enantioselective synthesis of organic compounds is one of the great challenges in organic synthetic chemistry due to its importance for the acquisition of biologically active derivatives, e.g., pharmaceuticals, agrochemicals, and others. This is why biological systems are increasingly applied as tools for chiral compounds synthesis or modification. The use of whole cells of “wild-type” microorganisms is one possible approach, especially as some methods allow improving the conversion degrees and controlling the stereoselectivity of the reaction without the need to introduce changes at the genetic level. Simple manipulation of the culture conditions, the form of a biocatalyst, or the appropriate composition of the biotransformation medium makes it possible to obtain optically pure products in a cheap, safe, and environmentally friendly manner. This review contains selected examples of the influence of physicochemical factors on the stereochemistry of the biocatalytic preparation of enantiomerically pure compounds, which is undertaken through kinetically controlled separation of their racemic mixtures or reduction of prochiral ketones and has an effect on the final enantiomeric purity and enantioselectivity of the reaction.https://www.mdpi.com/2073-4344/11/7/781whole-cellbiocatalystenantiomerically pure productsinfluence of external factors
spellingShingle Agnieszka Raczyńska
Joanna Jadczyk
Małgorzata Brzezińska-Rodak
Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
Catalysts
whole-cell
biocatalyst
enantiomerically pure products
influence of external factors
title Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
title_full Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
title_fullStr Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
title_full_unstemmed Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
title_short Altering the Stereoselectivity of Whole-Cell Biotransformations via the Physicochemical Parameters Impacting the Processes
title_sort altering the stereoselectivity of whole cell biotransformations via the physicochemical parameters impacting the processes
topic whole-cell
biocatalyst
enantiomerically pure products
influence of external factors
url https://www.mdpi.com/2073-4344/11/7/781
work_keys_str_mv AT agnieszkaraczynska alteringthestereoselectivityofwholecellbiotransformationsviathephysicochemicalparametersimpactingtheprocesses
AT joannajadczyk alteringthestereoselectivityofwholecellbiotransformationsviathephysicochemicalparametersimpactingtheprocesses
AT małgorzatabrzezinskarodak alteringthestereoselectivityofwholecellbiotransformationsviathephysicochemicalparametersimpactingtheprocesses