ArticleNature communications2023
Assembly drives regioselective azide-alkyne cycloaddition reaction.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
What it found
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Who cites it
8 citing papers in PubMed.
- Click/release reaction and SONature communications · 2026Article
- Chiral inheritance effect in the reactive cystine-based coassembly system.Nature communications · 2026Article
- Article
- Supramolecular Gels as Active Tools for Reaction Engineering.Angewandte Chemie (International ed. in English) · 2025Review
- Phe-Phe-Based Macroscopic Supramolecular Hydrogel Construction Strategies and Biomedical Applications.Chem & bio engineering · 2024Review
- Article
- Enzyme-Instructed CBT-Cys-like Click Cyclization Reactions for Bioimaging.Chemical & biomedical imaging · 2024Review
- Enzyme-Instructed Intracellular Peptide Assemblies.Accounts of chemical research · 2023Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
Azide-alkyne cycloaddition reaction is a very common organic reaction to synthesize nitrogen-containing heterocycles. Once catalyzed by Cu(I) or Ru(II), it turns out to be a click reaction and thus is widely applied in chemical biology for labeling. However, besides their poor regioselectivity towards this reaction, these metal ions are not biologically friendly. Hence, it is an urgent need to develop a metal-free azide-alkyne cycloaddition reaction for biomedical applications. In this work, we found that, in the absence of metal ions, supramolecular self-assembly in an aqueous solution could realize this reaction with excellent regioselectivity. Nap-Phe-Phe-Lys(azido)-OH firstly self-assembled into nanofibers. Then, Nap-Phe-Phe-Gly(alkynyl)-OH at equivalent concentration approached to react with the assembly to yield the cycloaddition product Nap-Phe-Phe-Lys(triazole)-Gly-Phe-Phe-Nap to form nanoribbons. Due to space confinement effect, the product was obtained with excellent regioselectivity. Employing the excellent properties of supramolecular self-assembly, we are applying this strategy to realize more reactions without metal ion catalysis.
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Registered trials
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