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Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction

Recently, an increased interest toward enzymatic carboligation was observed, as biocatalytic carbon–carbon bond formation is a common obstacle in retrosynthetic planning. The construction of extended 2-oxoacid frameworks by 2-oxoacid aldolases and enzymes acting as aldolases is a potent tool for syn...

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Autor principal: Pickl, Mathias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7610986/
https://www.ncbi.nlm.nih.gov/pubmed/34141957
http://dx.doi.org/10.1016/j.cogsc.2021.100476
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author Pickl, Mathias
author_facet Pickl, Mathias
author_sort Pickl, Mathias
collection PubMed
description Recently, an increased interest toward enzymatic carboligation was observed, as biocatalytic carbon–carbon bond formation is a common obstacle in retrosynthetic planning. The construction of extended 2-oxoacid frameworks by 2-oxoacid aldolases and enzymes acting as aldolases is a potent tool for synthetic chemists since a broad spectrum of downstream reactions through functional group interconversions gives access to a plethora of compound classes. In the search for selective biocatalysts, successful protein engineering efforts and high throughput screenings from biodiversity expand the structural diversity of nucleophile and electrophile substrates. Several successful examples with an emphasis on reactions catalyzed by class II aldolases and enzymes acting as class II aldolases are highlighted, including reactions in which both enantiomeric products and in selected cases even diastereomeric products are accessed.
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spelling pubmed-76109862021-08-01 Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction Pickl, Mathias Curr Opin Green Sustain Chem Article Recently, an increased interest toward enzymatic carboligation was observed, as biocatalytic carbon–carbon bond formation is a common obstacle in retrosynthetic planning. The construction of extended 2-oxoacid frameworks by 2-oxoacid aldolases and enzymes acting as aldolases is a potent tool for synthetic chemists since a broad spectrum of downstream reactions through functional group interconversions gives access to a plethora of compound classes. In the search for selective biocatalysts, successful protein engineering efforts and high throughput screenings from biodiversity expand the structural diversity of nucleophile and electrophile substrates. Several successful examples with an emphasis on reactions catalyzed by class II aldolases and enzymes acting as class II aldolases are highlighted, including reactions in which both enantiomeric products and in selected cases even diastereomeric products are accessed. 2021-03-10 /pmc/articles/PMC7610986/ /pubmed/34141957 http://dx.doi.org/10.1016/j.cogsc.2021.100476 Text en https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Pickl, Mathias
Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title_full Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title_fullStr Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title_full_unstemmed Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title_short Recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
title_sort recent trends in the stereoselective synthesis of (poly)-substituted 2-oxo acids by biocatalyzed aldol reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7610986/
https://www.ncbi.nlm.nih.gov/pubmed/34141957
http://dx.doi.org/10.1016/j.cogsc.2021.100476
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