A DNA-Encoded Chemical Library Incorporating Elements of Natural Macrocycles.

DNA chemistry DNA-encoded libraries Lipinski rules chemical libraries macrocycles

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
08 07 2019
Historique:
received: 26 02 2019
revised: 01 04 2019
pubmed: 3 4 2019
medline: 15 9 2020
entrez: 3 4 2019
Statut: ppublish

Résumé

Here we show a seven-step chemical synthesis of a DNA-encoded macrocycle library (DEML) on DNA. Inspired by polyketide and mixed peptide-polyketide natural products, the library was designed to incorporate rich backbone diversity. Achieving this diversity, however, comes at the cost of the custom synthesis of bifunctional building block libraries. This study outlines the importance of careful retrosynthetic design in DNA-encoded libraries, while revealing areas where new DNA synthetic methods are needed.

Identifiants

pubmed: 30938482
doi: 10.1002/anie.201902513
doi:

Substances chimiques

Macrocyclic Compounds 0
Small Molecule Libraries 0

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

9570-9574

Subventions

Organisme : Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
ID : CRSII2_160699
Pays : International

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Cedric J Stress (CJ)

Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.

Basilius Sauter (B)

Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.

Lukas A Schneider (LA)

Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.

Timothy Sharpe (T)

Biophysics Facility, Biozentrum, University of Basel, Klingelbergstrasse 50/70, CH-4056, Basel, Switzerland.

Dennis Gillingham (D)

Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.

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Classifications MeSH