ArticleACS combinatorial science2020
Homogeneous and Functional Group Tolerant Ring-Closing Metathesis for DNA-Encoded Chemical Libraries.
Article in ACS combinatorial science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Unleashing the power of DNA-encoded libraries for challenging targets in drug discovery.Pharmaceutical science advances · 2026Review
- On-oligonucleotide olefin metathesis in water.Nature communications · 2026Article
- Linker Engineering in Stapled Peptides for Enhanced Membrane Permeability: Screening and Optimization Strategies.International journal of molecular sciences · 2026Review
- Olefin Metathesis in Water: Speciation of a Leading Water-Soluble Catalyst Pinpoints Challenges and Opportunities for Chemical Biology.Journal of the American Chemical Society · 2025Article
- Tackling Undruggable Targets with Designer Peptidomimetics and Synthetic Biologics.Chemical reviews · 2024Review
- FSOACS medicinal chemistry letters · 2024Article
- Anionic Olefin Metathesis Catalysts Enable Modification of Unprotected Biomolecules in Water.ACS catalysis · 2024Article
- Water-Accelerated Decomposition of Olefin Metathesis Catalysts.ACS catalysis · 2023Article
- Metal-Free and Open-Air Arylation Reactions of Diaryliodonium Salts for DNA-Encoded Library Synthesis.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Article
- Opportunities for Expanding Encoded Chemical Diversification and Improving Hit Enrichment in mRNA-Displayed Peptide Libraries.Chembiochem : a European journal of chemical biology · 2022Review
- The Janus face of high trans-effect carbenes in olefin metathesis: gateway to both productivity and decomposition.Chemical science · 2022Article
- Macrocyclic DNA-encoded chemical libraries: a historical perspective.RSC chemical biology · 2022Review
- DNA-encoded chemistry technology yields expedient access to SARS-CoV-2 MProceedings of the National Academy of Sciences of the United States of America · 2021Article
- Macrocyclization strategies for cyclic peptides and peptidomimetics.RSC medicinal chemistry · 2021Review
- The Impact of Water on Ru-Catalyzed Olefin Metathesis: Potent Deactivating Effects Even at Low Water Concentrations.ACS catalysis · 2021Article
- Review
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Authors and funding
7 authors.
Funding
Abstract
Reaction heterogeneity, poor pH control, and catalyst decomposition in the ring-closing metathesis (RCM) of DNA-chemical conjugates lead to poor yields of the cyclized products. Herein we address these issues with a RCM reaction system that includes a novel aqueous solvent combination to enable reaction homogeneity, an acidic buffer system which masks traditionally problematic functional groups, and a decomposition-resistant catalyst which maximizes conversion to the cyclized product. Additionally, we provide a systematic study of the substrate scope of the on-DNA RCM reaction, a demonstration of its applicability to a single-substrate DNA-encoded chemical library that includes sequencing analysis, and the first successful stapling of an unprotected on-DNA [i, i+4] peptide.
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Registered trials
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