Hierarchical approach for the rational construction of helix-containing nanofibrils using α,β-peptides

Monika Szefczyk; Natalia Szulc; Marlena Gąsior-Głogowska; Anna Modrak-Wójcik; Agnieszka Bzowska; Wojciech Majstrzyk; Michał Taube; Maciej Kozak; Teodor Gotszalk; Ewa Rudzińska-Szostak; Łukasz Berlicki

doi:10.1039/D0NR04313C

Hierarchical approach for the rational construction of helix-containing nanofibrils using α,β-peptides†

Monika Szefczyk,

*^a Natalia Szulc,

^b Marlena Gąsior-Głogowska,

^b Anna Modrak-Wójcik,

^c Agnieszka Bzowska,^c Wojciech Majstrzyk,^d Michał Taube,^e Maciej Kozak,

^ef Teodor Gotszalk,^d Ewa Rudzińska-Szostak

^a and Łukasz Berlicki

*^a

Author affiliations

* Corresponding authors

^a Department of Bioorganic Chemistry, Faculty of Chemistry, Wroclaw University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
E-mail: monika.szefczyk@pwr.edu.pl, lukasz.berlicki@pwr.edu.pl

^b Department of Biomedical Engineering, Faculty of Fundamental Problems of Technology, Wroclaw University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland

^c Division of Biophysics, Faculty of Physics, Institute of Experimental Physics, University of Warsaw, Ludwika Pasteura 5, 02-093 Warsaw, Poland

^d Faculty of Microsystem Electronics and Photonics, Wroclaw University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland

^e Department of Macromolecular Physics, Adam Mickiewicz University, Uniwersytetu Poznańskiego 2, 61-614 Poznań, Poland

^f National Synchrotron Radiation Centre SOLARIS, Jagiellonian University, Czerwone Maki 98, 30-392 Kraków, Poland

Abstract

The rational design of novel self-assembled nanomaterials based on peptides remains a great challenge in modern chemistry. A hierarchical approach for the construction of nanofibrils based on α,β-peptide foldamers is proposed. The incorporation of a helix-promoting trans-(1S,2S)-2-aminocyclopentanecarboxylic acid residue in the outer positions of the model coiled-coil peptide led to its increased conformational stability, which was established consistently by the results of CD, NMR and FT-IR spectroscopy. The designed oligomerization state in the solution of the studied peptides was confirmed using analytical ultracentrifugation. Moreover, the cyclopentane side chain allowed additional interactions between coiled-coil-like structures to direct the self-assembly process towards the formation of well-defined nanofibrils, as observed using AFM and TEM techniques.

Nanoscale

Hierarchical approach for the rational construction of helix-containing nanofibrils using α,β-peptides†

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Hierarchical approach for the rational construction of helix-containing nanofibrils using α,β-peptides

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