Controlled Construction of Cyclic d / l Peptide Nanorods

Research output: Contribution to journalArticleResearchpeer-review

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

Cite this

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title = "Controlled Construction of Cyclic d / l Peptide Nanorods",
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.",
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author = "Silk, {Mitchell R.} and Biswaranjan Mohanty and Sampson, {Joanne B.} and Scanlon, {Martin J.} and Thompson, {Philip E.} and Chalmers, {David K.}",
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Controlled Construction of Cyclic d / l Peptide Nanorods. / Silk, Mitchell R.; Mohanty, Biswaranjan; Sampson, Joanne B.; Scanlon, Martin J.; Thompson, Philip E.; Chalmers, David K.

In: Angewandte Chemie - International Edition, Vol. 58, No. 2, 08.01.2019, p. 596-601.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Controlled Construction of Cyclic d / l Peptide Nanorods

AU - Silk, Mitchell R.

AU - Mohanty, Biswaranjan

AU - Sampson, Joanne B.

AU - Scanlon, Martin J.

AU - Thompson, Philip E.

AU - Chalmers, David K.

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AB - 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.

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KW - nanotubes

KW - self-assembly

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