ArticleNature chemistry2017
Dynamic covalent chemistry enables formation of antimicrobial peptide quaternary assemblies in a completely abiotic manner.
Article in Nature chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed.
- Molecular-Level Design Principles and Strategies of Peptide Self-Assembly Nanomaterials: From Sequence Engineering to Functional Applications.International journal of nanomedicine · 2025Review
- MimickingInnovation (Cambridge (Mass.)) · 2024Article
- Unexpectedly high antibacterial ability of water in copper pot with tiny amount of plant leaves.Water research X · 2024Article
- Evaluation and activity of new porphyrin-peptide cage-type conjugates for the photoinactivation ofMicrobiology spectrum · 2024Article
- Chemical and linguistic considerations for encoding Chinese characters: an embodiment using chain-end degradable sequence-defined oligourethanes created by consecutive solid phase click chemistry.Chemical science · 2024Article
- Peptide-Based Assemblies for Supercapacitor Applications.Small science · 2024Article
- Intelligent Hydrogel-Assisted Hepatocellular Carcinoma Therapy.Research (Washington, D.C.) · 2024Review
- Peptide Macrocyclization Guided by Reversible Covalent Templating.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Dynamic covalent nano-networks comprising antibiotics and polyphenols orchestrate bacterial drug resistance reversal and inflammation alleviation.Bioactive materials · 2023Article
- Very Large Pores Mesoporous Silica as New Candidate for Delivery of Big Therapeutics Molecules, Such as Pharmaceutical Peptides.Materials (Basel, Switzerland) · 2023Article
- Mismatched covalent and noncovalent templating leads to large coiled coil-templated macrocycles.Chemical science · 2023Article
- Differential Peptide Multi-Macrocyclizations at the Surface of a Helical Foldamer Template.Angewandte Chemie (International ed. in English) · 2022Article
- Folding and Duplex Formation in Sequence-Defined Aniline Benzaldehyde Oligoarylacetylenes.Journal of the American Chemical Society · 2022Article
- Hydrazone bond-oriented molecularly imprinted nanocomposites for the selective separation of protein via the well-defined recognition sites.Mikrochimica acta · 2022Article
- Peptide-based nanomaterials: Self-assembly, properties and applications.Bioactive materials · 2022Review
- Studies of Surface Preparation for the Fluorosequencing of Peptides.Langmuir : the ACS journal of surfaces and colloids · 2021Article
- Electrostatic and Covalent Assemblies of Anionic Hydrogel-Coated Gold Nanoshells for Detection of Dry Eye Biomarkers in Human Tears.Nano letters · 2021Article
- Folding and duplex formation in mixed sequence recognition-encodedChemical science · 2021Article
- Glycoengineering artificial receptors for microglia to phagocytose Aβ aggregates.Chemical science · 2021Article
- Nanogel receptors for high isoelectric point protein detection: influence of electrostatic and covalent polymer-protein interactions.Chemical communications (Cambridge, England) · 2020Article
Corrections and comments
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Authors and funding
8 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Naturally occurring peptides and proteins often use dynamic disulfide bonds to impart defined tertiary/quaternary structures for the formation of binding pockets with uniform size and function. Although peptide synthesis and modification are well established, controlling quaternary structure formation remains a significant challenge. Here, we report the facile incorporation of aryl aldehyde and acyl hydrazide functionalities into peptide oligomers via solid-phase copper-catalysed azide-alkyne cycloaddition (SP-CuAAC) click reactions. When mixed, these complementary functional groups rapidly react in aqueous media at neutral pH to form peptide-peptide intermolecular macrocycles with highly tunable ring sizes. Moreover, sequence-specific figure-of-eight, dumbbell-shaped, zipper-like and multi-loop quaternary structures were formed selectively. Controlling the proportions of reacting peptides with mismatched numbers of complementary reactive groups results in the formation of higher-molecular-weight sequence-defined ladder polymers. This also amplified antimicrobial effectiveness in select cases. This strategy represents a general approach to the creation of complex abiotic peptide quaternary structures.
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Registered trials
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