Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries

DNA-encoded libraries (DEL) are increasingly being used to identify new starting points for medicinal chemistry in drug discovery. Herein, we discuss the development of methods that allow the conversion of both primary amines and anilines, attached to DNA, to their corresponding azides in excellent...

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Autores principales: Ede, Selahattin, Schenk, Mandy, Bierer, Donald, Weinmann, Hilmar, Graham, Keith
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8004608/
https://www.ncbi.nlm.nih.gov/pubmed/33810133
http://dx.doi.org/10.3390/molecules26061790
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author Ede, Selahattin
Schenk, Mandy
Bierer, Donald
Weinmann, Hilmar
Graham, Keith
author_facet Ede, Selahattin
Schenk, Mandy
Bierer, Donald
Weinmann, Hilmar
Graham, Keith
author_sort Ede, Selahattin
collection PubMed
description DNA-encoded libraries (DEL) are increasingly being used to identify new starting points for medicinal chemistry in drug discovery. Herein, we discuss the development of methods that allow the conversion of both primary amines and anilines, attached to DNA, to their corresponding azides in excellent yields. The scope of these diazo-transfer reactions was investigated, and a proof-of-concept has been devised to allow for the synthesis of macrocycles on DNA.
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spelling pubmed-80046082021-03-29 Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries Ede, Selahattin Schenk, Mandy Bierer, Donald Weinmann, Hilmar Graham, Keith Molecules Article DNA-encoded libraries (DEL) are increasingly being used to identify new starting points for medicinal chemistry in drug discovery. Herein, we discuss the development of methods that allow the conversion of both primary amines and anilines, attached to DNA, to their corresponding azides in excellent yields. The scope of these diazo-transfer reactions was investigated, and a proof-of-concept has been devised to allow for the synthesis of macrocycles on DNA. MDPI 2021-03-22 /pmc/articles/PMC8004608/ /pubmed/33810133 http://dx.doi.org/10.3390/molecules26061790 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ede, Selahattin
Schenk, Mandy
Bierer, Donald
Weinmann, Hilmar
Graham, Keith
Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title_full Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title_fullStr Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title_full_unstemmed Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title_short Improved Diazo-Transfer Reaction for DNA-Encoded Chemistry and Its Potential Application for Macrocyclic DEL-Libraries
title_sort improved diazo-transfer reaction for dna-encoded chemistry and its potential application for macrocyclic del-libraries
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8004608/
https://www.ncbi.nlm.nih.gov/pubmed/33810133
http://dx.doi.org/10.3390/molecules26061790
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AT weinmannhilmar improveddiazotransferreactionfordnaencodedchemistryanditspotentialapplicationformacrocyclicdellibraries
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