Site-Selective C–H Amination of Phenol-Containing Biomolecules

[Image: see text] A C–N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, and air tolerance and enables the appendance of phenothiaz...

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Autores principales: Girón-Elola, Carlota, Sasiain, Ibon, Sánchez-Fernández, Rosalía, Pazos, Elena, Correa, Arkaitz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10278169/
https://www.ncbi.nlm.nih.gov/pubmed/37284781
http://dx.doi.org/10.1021/acs.orglett.3c01560
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author Girón-Elola, Carlota
Sasiain, Ibon
Sánchez-Fernández, Rosalía
Pazos, Elena
Correa, Arkaitz
author_facet Girón-Elola, Carlota
Sasiain, Ibon
Sánchez-Fernández, Rosalía
Pazos, Elena
Correa, Arkaitz
author_sort Girón-Elola, Carlota
collection PubMed
description [Image: see text] A C–N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, and air tolerance and enables the appendance of phenothiazines and phenoxazines in phenol-like compounds. When incorporated into a Tb(III) metallopeptide, the Tyr-phenothiazine moiety acts as a sensitizer for the Tb(III) ion, providing a new tool for the design of luminescent probes.
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spelling pubmed-102781692023-06-20 Site-Selective C–H Amination of Phenol-Containing Biomolecules Girón-Elola, Carlota Sasiain, Ibon Sánchez-Fernández, Rosalía Pazos, Elena Correa, Arkaitz Org Lett [Image: see text] A C–N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, and air tolerance and enables the appendance of phenothiazines and phenoxazines in phenol-like compounds. When incorporated into a Tb(III) metallopeptide, the Tyr-phenothiazine moiety acts as a sensitizer for the Tb(III) ion, providing a new tool for the design of luminescent probes. American Chemical Society 2023-06-07 /pmc/articles/PMC10278169/ /pubmed/37284781 http://dx.doi.org/10.1021/acs.orglett.3c01560 Text en © 2023 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 Girón-Elola, Carlota
Sasiain, Ibon
Sánchez-Fernández, Rosalía
Pazos, Elena
Correa, Arkaitz
Site-Selective C–H Amination of Phenol-Containing Biomolecules
title Site-Selective C–H Amination of Phenol-Containing Biomolecules
title_full Site-Selective C–H Amination of Phenol-Containing Biomolecules
title_fullStr Site-Selective C–H Amination of Phenol-Containing Biomolecules
title_full_unstemmed Site-Selective C–H Amination of Phenol-Containing Biomolecules
title_short Site-Selective C–H Amination of Phenol-Containing Biomolecules
title_sort site-selective c–h amination of phenol-containing biomolecules
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10278169/
https://www.ncbi.nlm.nih.gov/pubmed/37284781
http://dx.doi.org/10.1021/acs.orglett.3c01560
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AT sanchezfernandezrosalia siteselectivechaminationofphenolcontainingbiomolecules
AT pazoselena siteselectivechaminationofphenolcontainingbiomolecules
AT correaarkaitz siteselectivechaminationofphenolcontainingbiomolecules

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