Functional Group Tolerance of a Micellar on-DNA Suzuki-Miyaura Cross-Coupling Reaction for DNA-Encoded Library Design.

DNA Ligands Micelles

Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
17 12 2021
Historique:
pubmed: 25 11 2021
medline: 28 1 2022
entrez: 24 11 2021
Statut: ppublish

Résumé

DNA-encoded libraries (DELs) offer great promise for the discovery of new ligands for proteins. Many current reactions used for DEL synthesis do not proceed efficiently over a wide range of substrates. Combining a diverse array of multicomponent reactions with micellar-promoted Suzuki-Miyaura cross-coupling provides a strategy for synthesizing highly diverse DELs with exceptionally high fidelity. These results demonstrate that the micellar Suzuki-Miyaura reaction has exceptional functional group tolerance and broad applicability.

Identifiants

DOI: 10.1021/acs.joc.1c02259 PMID: 34816720
pubmed: 34816720
doi: 10.1021/acs.joc.1c02259
doi:

Substances chimiques

Ligands 0
Micelles 0
DNA 9007-49-2

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

17930-17935

Subventions

Organisme : Cancer Research UK
ID : C2115/A21421
Pays : United Kingdom

Auteurs

James H Hunter (JH)

Cancer Research UK Newcastle Drug Discovery Unit, Chemistry, School of Natural and Environmental Sciences, Newcastle University, Bedson Building, Newcastle upon Tyne NE1 7RU, U.K.

Marco Potowski (M)

Research Group Medicinal Chemistry, Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, 44227 Dortmund, Germany.

Harriet A Stanway-Gordon (HA)

Cancer Research UK Newcastle Drug Discovery Unit, Chemistry, School of Natural and Environmental Sciences, Newcastle University, Bedson Building, Newcastle upon Tyne NE1 7RU, U.K.

Andrew Madin (A)

Hit Discovery, Discovery Sciences, R&D, AstraZeneca, Cambridge CB4 0WG, U.K.

Garry Pairaudeau (G)

Exscientia, Schrödinger Building, Oxford Science Park, Oxford OX4 4GE, U.K.

Andreas Brunschweiger (A)

Research Group Medicinal Chemistry, Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, 44227 Dortmund, Germany.
ORCID: 0000-0002-4401-1495

Michael J Waring (MJ)

Cancer Research UK Newcastle Drug Discovery Unit, Chemistry, School of Natural and Environmental Sciences, Newcastle University, Bedson Building, Newcastle upon Tyne NE1 7RU, U.K.
ORCID: 0000-0002-9110-8783

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Classifications MeSH

questionsmedicales.fr › Acides nucléiques, nucléotides et nucléosides › Acides nucléiques › ADN › Functional Group Tolerance of a Micellar...
questionsmedicales.fr › Actions chimiques et utilisations › Utilisations spécialisées de produits chimiques › Produits chimiques de laboratoire › Ligands › Functional Group Tolerance of a Micellar...
questionsmedicales.fr › Préparations pharmaceutiques › Micelles › Functional Group Tolerance of a Micellar...