Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)

A robust, click‐chemistry‐inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes ((11)C, (13)C, (14)C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is oper...

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Detalles Bibliográficos
Autores principales: Del Vecchio, Antonio, Caillé, Fabien, Chevalier, Arnaud, Loreau, Olivier, Horkka, Kaisa, Halldin, Christer, Schou, Magnus, Camus, Nathalie, Kessler, Pascal, Kuhnast, Bertrand, Taran, Frédéric, Audisio, Davide
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6099343/
https://www.ncbi.nlm.nih.gov/pubmed/29862657
http://dx.doi.org/10.1002/anie.201804838
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author Del Vecchio, Antonio
Caillé, Fabien
Chevalier, Arnaud
Loreau, Olivier
Horkka, Kaisa
Halldin, Christer
Schou, Magnus
Camus, Nathalie
Kessler, Pascal
Kuhnast, Bertrand
Taran, Frédéric
Audisio, Davide
author_facet Del Vecchio, Antonio
Caillé, Fabien
Chevalier, Arnaud
Loreau, Olivier
Horkka, Kaisa
Halldin, Christer
Schou, Magnus
Camus, Nathalie
Kessler, Pascal
Kuhnast, Bertrand
Taran, Frédéric
Audisio, Davide
author_sort Del Vecchio, Antonio
collection PubMed
description A robust, click‐chemistry‐inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes ((11)C, (13)C, (14)C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is operationally simple and reproducible in different radiochemistry centers, exhibits remarkably wide substrate scope with short reaction times, and demonstrates superior reactivity as compared to previously reported systems. With this procedure, a variety of pharmaceuticals and an unprotected peptide were labeled with high radiochemical efficiency.
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spelling pubmed-60993432018-08-23 Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2) Del Vecchio, Antonio Caillé, Fabien Chevalier, Arnaud Loreau, Olivier Horkka, Kaisa Halldin, Christer Schou, Magnus Camus, Nathalie Kessler, Pascal Kuhnast, Bertrand Taran, Frédéric Audisio, Davide Angew Chem Int Ed Engl Communications A robust, click‐chemistry‐inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes ((11)C, (13)C, (14)C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is operationally simple and reproducible in different radiochemistry centers, exhibits remarkably wide substrate scope with short reaction times, and demonstrates superior reactivity as compared to previously reported systems. With this procedure, a variety of pharmaceuticals and an unprotected peptide were labeled with high radiochemical efficiency. John Wiley and Sons Inc. 2018-07-03 2018-07-26 /pmc/articles/PMC6099343/ /pubmed/29862657 http://dx.doi.org/10.1002/anie.201804838 Text en © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Del Vecchio, Antonio
Caillé, Fabien
Chevalier, Arnaud
Loreau, Olivier
Horkka, Kaisa
Halldin, Christer
Schou, Magnus
Camus, Nathalie
Kessler, Pascal
Kuhnast, Bertrand
Taran, Frédéric
Audisio, Davide
Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title_full Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title_fullStr Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title_full_unstemmed Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title_short Late‐Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO(2)
title_sort late‐stage isotopic carbon labeling of pharmaceutically relevant cyclic ureas directly from co(2)
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6099343/
https://www.ncbi.nlm.nih.gov/pubmed/29862657
http://dx.doi.org/10.1002/anie.201804838
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