Controlled Construction of Cyclic d / l Peptide Nanorods

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Abstract

Cyclic d / l peptides (CPs) assemble spontaneously via backbone H-bonding to form extended nanostructures. These modular materials have great potential as versatile bionanomaterials. However, the useful development of CP nanomaterials requires practical methods to direct and control their assembly. In this work, we present novel, heterogeneous, covalently linked CP tetramers that achieve local control over the CP subunit order and composition through coupling of amino acid side-chains using copper-activated azide–alkyne cycloaddition and disulfide bond formation. Cryo-transmission electron microscopy revealed the formation of highly ordered, fibrous nanostructures, while NMR studies showed that these systems have strong intramolecular H-bonding in solution. The introduction of inter-CP tethers is expected to enable the development of complex nanomaterials with controllable chemical properties, facilitating the development of precisely functionalized or “decorated” peptide nanostructures.

Original languageEnglish
Pages (from-to)596-601
Number of pages6
JournalAngewandte Chemie - International Edition
Volume58
Issue number2
DOIs
Publication statusPublished - 8 Jan 2019

Keywords

  • cyclic peptides
  • nanotubes
  • self-assembly

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Ramaciotti Centre for Cryo-Electron Microscopy

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