Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols

[Image: see text] The selective tagging of amino acids within a peptide framework while using atom-economical C–H counterparts poses an unmet challenge within peptide chemistry. Herein, we report a novel Pd-catalyzed late-stage C–H acylation of a collection of Tyr-containing peptides with alcohols....

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Autores principales: Urruzuno, Iñaki, Andrade-Sampedro, Paula, Correa, Arkaitz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453636/
https://www.ncbi.nlm.nih.gov/pubmed/34477386
http://dx.doi.org/10.1021/acs.orglett.1c02764
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author Urruzuno, Iñaki
Andrade-Sampedro, Paula
Correa, Arkaitz
author_facet Urruzuno, Iñaki
Andrade-Sampedro, Paula
Correa, Arkaitz
author_sort Urruzuno, Iñaki
collection PubMed
description [Image: see text] The selective tagging of amino acids within a peptide framework while using atom-economical C–H counterparts poses an unmet challenge within peptide chemistry. Herein, we report a novel Pd-catalyzed late-stage C–H acylation of a collection of Tyr-containing peptides with alcohols. This water-compatible labeling technique is distinguished by its reliable scalability and features the use of ethanol as a renewable feedstock for the assembly of a variety of peptidomimetics.
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spelling pubmed-84536362021-09-22 Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols Urruzuno, Iñaki Andrade-Sampedro, Paula Correa, Arkaitz Org Lett [Image: see text] The selective tagging of amino acids within a peptide framework while using atom-economical C–H counterparts poses an unmet challenge within peptide chemistry. Herein, we report a novel Pd-catalyzed late-stage C–H acylation of a collection of Tyr-containing peptides with alcohols. This water-compatible labeling technique is distinguished by its reliable scalability and features the use of ethanol as a renewable feedstock for the assembly of a variety of peptidomimetics. American Chemical Society 2021-09-03 2021-09-17 /pmc/articles/PMC8453636/ /pubmed/34477386 http://dx.doi.org/10.1021/acs.orglett.1c02764 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Urruzuno, Iñaki
Andrade-Sampedro, Paula
Correa, Arkaitz
Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title_full Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title_fullStr Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title_full_unstemmed Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title_short Late-Stage C–H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
title_sort late-stage c–h acylation of tyrosine-containing oligopeptides with alcohols
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453636/
https://www.ncbi.nlm.nih.gov/pubmed/34477386
http://dx.doi.org/10.1021/acs.orglett.1c02764
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