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Secondary self-assembly of supramolecular nanotubes into tubisomes and their activity on cells
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Brendel, Johannes C., Sanchis, Joaquin, Catrouillet, Sylvain, Czuba, Ewa, Chen, Moore Z., Long, Benjamin M., Nowell, Cameron, Johnston, Angus P. R., Jolliffe, Katrina A. and Perrier, Sébastien (2018) Secondary self-assembly of supramolecular nanotubes into tubisomes and their activity on cells. Angewandte Chemie International Edition, 57 (51). pp. 16678-16682. doi:10.1002/anie.201808543
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Official URL: http://dx.doi.org/10.1002/anie.201808543
Abstract
The properties and structures of viruses are directly related to the three‐dimensional structure of their capsid proteins, which arises from a combination of hydrophobic and supramolecular interactions, such as hydrogen bonds. The design of synthetic materials demonstrating similar synergistic interactions still remains a challenge. Herein, we report the synthesis of a polymer/cyclic peptide conjugate that combines the capability to form supramolecular nanotubes via hydrogen bonds with the properties of an amphiphilic block copolymer. The analysis of aqueous solutions by scattering and imaging techniques revealed a barrel‐shaped alignment of single peptide nanotubes into a large tubisome (length: 260 nm (from SANS)) with a hydrophobic core (diameter: 16 nm) and a hydrophilic shell. These systems, which have a structure that is similar to those of viruses, were tested in vitro to elucidate their activity on cells. Remarkably, the rigid tubisomes are able to perforate the lysosomal membrane in cells and release a small molecule into the cytosol.
| Item Type: | Journal Article | |||||||||||||||||||||
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| Subjects: | Q Science > QC Physics Q Science > QD Chemistry T Technology > TA Engineering (General). Civil engineering (General) |
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| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||||||||
| Library of Congress Subject Headings (LCSH): | Cyclic peptides , Nanotubes , Supramolecular chemistry | |||||||||||||||||||||
| Journal or Publication Title: | Angewandte Chemie International Edition | |||||||||||||||||||||
| Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | |||||||||||||||||||||
| ISSN: | 1433-7851 | |||||||||||||||||||||
| Official Date: | 17 December 2018 | |||||||||||||||||||||
| Dates: |
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| Volume: | 57 | |||||||||||||||||||||
| Number: | 51 | |||||||||||||||||||||
| Page Range: | pp. 16678-16682 | |||||||||||||||||||||
| DOI: | 10.1002/anie.201808543 | |||||||||||||||||||||
| Status: | Peer Reviewed | |||||||||||||||||||||
| Publication Status: | Published | |||||||||||||||||||||
| Reuse Statement (publisher, data, author rights): | "This is the peer reviewed version of the following article:J. C. Brendel, J. Sanchis, S. Catrouillet, E. Czuba, M. Z. Chen, B. M. Long, C. Nowell, A. Johnston, K. A. Jolliffe, S. Perrier, Angew. Chem. Int. Ed. 2018, 57, 16678. which has been published in final form at http://dx.doi.org/10.1002/anie.201808543. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions." | |||||||||||||||||||||
| Access rights to Published version: | Restricted or Subscription Access | |||||||||||||||||||||
| RIOXX Funder/Project Grant: |
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