Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion
Abstract
Controlling the number of monomers in a supramolecular polymer has been a great challenge in programmable self-assembly of organic molecules. One approach has been to make use of frustrated growth of the supramolecular assembly by tuning the balance of attractive and repulsive intermolecular forces. We report here on the use of covalent bond formation among monomers, compensating for intermolecular electrostatic repulsion, as a mechanism to control the length of a supramolecular nanofiber formed by self-assembly of peptide amphiphiles. Circular dichroism spectroscopy in combination with dynamic light scattering, size-exclusion chromatography, and transmittance electron microscope analyses revealed that hydrogen bonds between peptides were reinforced by covalent bond formation, enabling the fiber elongation. To examine these materials for their potential biomedical applications, cytotoxicity of nanofibers against C2C12 premyoblast cells was tested. We demonstrated that cell viability increased with an increase in fiber length, presumably because of the suppressed disruption of cell membranes by the fiber end-caps.
- Authors:
-
;
;
- Prometheus, Division of Skeletal Tissue Engineering, and ∥Skeletal Biology and Engineering Research Center, Department of Development and Regeneration, KU Leuven, Leuven 3000, Belgium
- Institut für Organische Chemie, Johannes Gutenberg-Universtität Mainz, Mainz 55099, Germany
- Publication Date:
- Research Org.:
- Northwestern Univ., Evanston, IL (United States); Energy Frontier Research Centers (EFRC) (United States). Center for Bio-Inspired Energy Science (CBES)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1374762
- Alternate Identifier(s):
- OSTI ID: 1426435; OSTI ID: 1507998; OSTI ID: 1821870; OSTI ID: 1846802
- Grant/Contract Number:
- SC0000989
- Resource Type:
- Published Article
- Journal Name:
- Journal of the American Chemical Society
- Additional Journal Information:
- Journal Name: Journal of the American Chemical Society Journal Volume: 139 Journal Issue: 26; Journal ID: ISSN 0002-7863
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Nanofibers; Fibers; Peptides and proteins; Monomers; Irradiation; 99 GENERAL AND MISCELLANEOUS; Nanofibers, Fibers, Peptides and proteins, Monomers, Irradiation
Citation Formats
Sato, Kohei, Ji, Wei, Palmer, Liam C., Weber, Benjamin, Barz, Matthias, and Stupp, Samuel I. Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion. United States: N. p., 2017.
Web. doi:10.1021/jacs.7b03878.
Sato, Kohei, Ji, Wei, Palmer, Liam C., Weber, Benjamin, Barz, Matthias, & Stupp, Samuel I. Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion. United States. https://doi.org/10.1021/jacs.7b03878
Sato, Kohei, Ji, Wei, Palmer, Liam C., Weber, Benjamin, Barz, Matthias, and Stupp, Samuel I. Thu .
"Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion". United States. https://doi.org/10.1021/jacs.7b03878.
@article{osti_1374762,
title = {Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion},
author = {Sato, Kohei and Ji, Wei and Palmer, Liam C. and Weber, Benjamin and Barz, Matthias and Stupp, Samuel I.},
abstractNote = {Controlling the number of monomers in a supramolecular polymer has been a great challenge in programmable self-assembly of organic molecules. One approach has been to make use of frustrated growth of the supramolecular assembly by tuning the balance of attractive and repulsive intermolecular forces. We report here on the use of covalent bond formation among monomers, compensating for intermolecular electrostatic repulsion, as a mechanism to control the length of a supramolecular nanofiber formed by self-assembly of peptide amphiphiles. Circular dichroism spectroscopy in combination with dynamic light scattering, size-exclusion chromatography, and transmittance electron microscope analyses revealed that hydrogen bonds between peptides were reinforced by covalent bond formation, enabling the fiber elongation. To examine these materials for their potential biomedical applications, cytotoxicity of nanofibers against C2C12 premyoblast cells was tested. We demonstrated that cell viability increased with an increase in fiber length, presumably because of the suppressed disruption of cell membranes by the fiber end-caps.},
doi = {10.1021/jacs.7b03878},
journal = {Journal of the American Chemical Society},
number = 26,
volume = 139,
place = {United States},
year = {Thu Jun 22 00:00:00 EDT 2017},
month = {Thu Jun 22 00:00:00 EDT 2017}
}
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https://doi.org/10.1021/jacs.7b03878
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