Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling

Chromones represent a privileged scaffold in medicinal chemistry and are an omnipresent structural motif in natural products. Chemically encoded non-natural peptidomimetics feature improved stability towards enzymatic degradation, cell permeability and binding affinity, translating into a considerab...

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Autores principales: Stangier, Maximilian, Messinis, Antonis M., Oliveira, João C. A., Yu, Hao, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8342597/
https://www.ncbi.nlm.nih.gov/pubmed/34354056
http://dx.doi.org/10.1038/s41467-021-25005-8
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author Stangier, Maximilian
Messinis, Antonis M.
Oliveira, João C. A.
Yu, Hao
Ackermann, Lutz
author_facet Stangier, Maximilian
Messinis, Antonis M.
Oliveira, João C. A.
Yu, Hao
Ackermann, Lutz
author_sort Stangier, Maximilian
collection PubMed
description Chromones represent a privileged scaffold in medicinal chemistry and are an omnipresent structural motif in natural products. Chemically encoded non-natural peptidomimetics feature improved stability towards enzymatic degradation, cell permeability and binding affinity, translating into a considerable impact on pharmaceutical industry. Herein, a strategy for the sustainable assembly of chromones via electro-formyl C–H activation is presented. The rational design of the rhodaelectro-catalysis is guided by detailed mechanistic insights and provides versatile access to tyrosine-based fluorogenic peptidomimetics.
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spelling pubmed-83425972021-08-20 Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling Stangier, Maximilian Messinis, Antonis M. Oliveira, João C. A. Yu, Hao Ackermann, Lutz Nat Commun Article Chromones represent a privileged scaffold in medicinal chemistry and are an omnipresent structural motif in natural products. Chemically encoded non-natural peptidomimetics feature improved stability towards enzymatic degradation, cell permeability and binding affinity, translating into a considerable impact on pharmaceutical industry. Herein, a strategy for the sustainable assembly of chromones via electro-formyl C–H activation is presented. The rational design of the rhodaelectro-catalysis is guided by detailed mechanistic insights and provides versatile access to tyrosine-based fluorogenic peptidomimetics. Nature Publishing Group UK 2021-08-05 /pmc/articles/PMC8342597/ /pubmed/34354056 http://dx.doi.org/10.1038/s41467-021-25005-8 Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Stangier, Maximilian
Messinis, Antonis M.
Oliveira, João C. A.
Yu, Hao
Ackermann, Lutz
Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title_full Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title_fullStr Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title_full_unstemmed Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title_short Rhodaelectro-catalyzed access to chromones via formyl C–H activation towards peptide electro-labeling
title_sort rhodaelectro-catalyzed access to chromones via formyl c–h activation towards peptide electro-labeling
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8342597/
https://www.ncbi.nlm.nih.gov/pubmed/34354056
http://dx.doi.org/10.1038/s41467-021-25005-8
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