ArticleInternational journal of peptide research and therapeutics2013
Making Ends Meet: Microwave-Accelerated Synthesis of Cyclic and Disulfide Rich Proteins Via In Situ Thioesterification and Native Chemical Ligation.
Article in International journal of peptide research and therapeutics, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 45 citations in OpenAlex.
- Review on the o-Aminoaniline Moiety in Peptide and Protein Chemistry.Chembiochem : a European journal of chemical biology · 2025Review
- Rapid and Green Anion-Assisted Mechanochemical Peptide Cyclization.ACS sustainable chemistry & engineering · 2025Article
- Chemical synthesis of grafted cyclotides using a "plug and play" approach.RSC chemical biology · 2024Article
- A versatileChemical science · 2022Article
- A stable cyclized antimicrobial peptide derived from LL-37 with host immunomodulatory effects and activity against uropathogens.Cellular and molecular life sciences : CMLS · 2022Article
- On the Utility of Chemical Strategies to Improve Peptide Gut Stability.Journal of medicinal chemistry · 2022Article
- Backbone Cyclization and Dimerization of LL-37-Derived Peptides Enhance Antimicrobial Activity and Proteolytic Stability.Frontiers in microbiology · 2020Article
- An engineered cyclic peptide alleviates symptoms of inflammation in a murine model of inflammatory bowel disease.The Journal of biological chemistry · 2017Article
- Oral activity of a nature-derived cyclic peptide for the treatment of multiple sclerosis.Proceedings of the National Academy of Sciences of the United States of America · 2016Article
- Targeting of anti-citrullinated protein/peptide antibodies in rheumatoid arthritis using peptides mimicking endogenously citrullinated fibrinogen antigens.Arthritis research & therapy · 2015Article
- Making ends meet: chemically mediated circularization of recombinant proteins.Chembiochem : a European journal of chemical biology · 2013Article
- Chemical and biological production of cyclotides.Advances in botanical researchArticle
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The development of synthetic methodologies for cyclic peptides is driven by the discovery of cyclic peptide drug scaffolds such as the plant-derived cyclotides, sunflower trypsin inhibitor 1 (SFTI-1) and the development of cyclized conotoxins. Currently, the native chemical ligation reaction between an N-terminal cysteine and C-terminal thioester group remains the most robust method to obtain a head-to-tail cyclized peptide. Peptidyl thioesters are effectively generated by Boc SPPS. However, their generation is challenging using Fmoc SPPS because thioester linkers are not stable to repeated piperidine exposure during deprotection. Herein we describe a Fmoc-based protocol for synthesizing cyclic peptides adapted for microwave assisted solid phase peptide synthesis. The protocol relies on the linker Di-Fmoc-3,4-diaminobenzoic acid, and we demonstrate the use of Gly, Ser, Arg and Ile as C-terminal amino acids (using HBTU and HATU as coupling reagents). Following synthesis, an
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.