ArticleMolecular bioSystems2015
Synthesis of a large library of macrocyclic peptides containing multiple and diverse N-alkylated residues.
Article in Molecular bioSystems, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Proximity-driven acceleration of challenging solid-phase peptide couplings.Proceedings of the National Academy of Sciences of the United States of America · 2026Article
- Solid-Phase Synthesis of Peptides with Methyl and Larger Substituents on Backbone Amide Nitrogens via On-Resin Incorporation of the Substituents.Methods in molecular biology (Clifton, N.J.) · 2025Article
- Macrocyclic Tetramers-Structural Investigation of Peptide-Peptoid Hybrids.Molecules (Basel, Switzerland) · 2021Article
- Macrocycle synthesis strategy based on step-wise "adding and reacting" three components enables screening of large combinatorial libraries.Chemical science · 2020Article
- Chemical composition of DNA-encoded libraries, past present and future.Organic & biomolecular chemistry · 2019Review
- Asymmetric synthesis of vinylogous β-amino acids and their incorporation into mixed backbone oligomers.Organic & biomolecular chemistry · 2017Article
- Macrocycles as protein-protein interaction inhibitors.The Biochemical journal · 2017Review
- Rapid Optimization of Mcl-1 Inhibitors using Stapled Peptide Libraries Including Non-Natural Side Chains.ACS chemical biology · 2016Article
- Chemical Tools To Monitor and Manipulate Adaptive Immune Responses.Journal of the American Chemical Society · 2016Review
- Towards vast libraries of scaffold-diverse, conformationally constrained oligomers.Chemical communications (Cambridge, England) · 2016Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Large combinatorial libraries of macrocyclic peptides are a useful source of bioactive compounds. However, peptides are not generally cell permeable, so there is great interest in the development of methods to create large libraries of modified peptides. In particular, N-alkylation of peptides is known to improve their bioavailability significantly. Incorporation of some level of N-methylated amino acids into peptide libraries has been accomplished with ribosome display or related methods, but the modest efficiency and the inability to employ more diverse N-alkylated amino acids in this type of system argue for the development of synthetic libraries. Here we present optimized procedures for synthesizing macrocyclic peptides containing multiple N-alkylated units and show that this chemistry is efficient enough for the creation of high quality combinatorial libraries by split and pool solid-phase synthesis.
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Registered trials
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