Hierarchical Self-Assembly Pathways of Peptoid Helices and Sheets
Abstract
Peptoids (N-substituted glycines) are a class of tailorable synthetic peptidomic polymers. Amphiphilic diblock peptoids have been engineered to assemble 2D crystalline lattices with applications in catalysis and molecular separations. Assembly is induced in an organic solvent/water mixture by evaporating the organic phase, but the assembly pathways remain uncharacterized. We conduct all-atom molecular dynamics simulations of Nbrpe6Nc6 as a prototypical amphiphilic diblock peptoid comprising an NH2-capped block of six hydrophobic N-((4-bromophenyl)ethyl)glycine residues conjugated to a polar NH3(CH2)5CO tail. We identify a thermodynamically controlled assembly mechanism by which monomers assemble into disordered aggregates that self-order into 1D chiral helical rods then 2D achiral crystalline sheets. We support our computational predictions with experimental observations of 1D rods using small-angle X-ray scattering, circular dichroism, and atomic force microscopy and 2D crystalline sheets using X-ray diffraction and atomic force microscopy. Furthermore, this work establishes a new understanding of hierarchical peptoid assembly and principles for the design of peptoid-based nanomaterials.
- Authors:
-
- Univ. of Chicago, IL (United States)
- Univ. of Washington, Seattle, WA (United States)
- Univ. of Washington, Seattle, WA (United States); Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
- Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
- Pacific Northwest National Lab. (PNNL), Richland, WA (United States); State Univ. of New York (SUNY), Binghamton, NY (United States)
- Pacific Northwest National Lab. (PNNL), Richland, WA (United States); Univ. of Washington, Seattle, WA (United States)
- Publication Date:
- Research Org.:
- Univ. of Washington, Seattle, WA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1841021
- Grant/Contract Number:
- SC0019288; AC05-76RL01830; AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Biomacromolecules
- Additional Journal Information:
- Journal Volume: 23; Journal Issue: 3; Journal ID: ISSN 1525-7797
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; Free energy; Monomers; Two dimensional materials; Mixtures; Solvents
Citation Formats
Zhao, Mingfei, Lachowski, Kacper J., Zhang, Shuai, Alamdari, Sarah, Sampath, Janani, Mu, Peng, Mundy, Christopher J., Pfaendtner, Jim, De Yoreo, James J., Chen, Chun-Long, Pozzo, Lilo D., and Ferguson, Andrew L. Hierarchical Self-Assembly Pathways of Peptoid Helices and Sheets. United States: N. p., 2022.
Web. doi:10.1021/acs.biomac.1c01385.
Zhao, Mingfei, Lachowski, Kacper J., Zhang, Shuai, Alamdari, Sarah, Sampath, Janani, Mu, Peng, Mundy, Christopher J., Pfaendtner, Jim, De Yoreo, James J., Chen, Chun-Long, Pozzo, Lilo D., & Ferguson, Andrew L. Hierarchical Self-Assembly Pathways of Peptoid Helices and Sheets. United States. https://doi.org/10.1021/acs.biomac.1c01385
Zhao, Mingfei, Lachowski, Kacper J., Zhang, Shuai, Alamdari, Sarah, Sampath, Janani, Mu, Peng, Mundy, Christopher J., Pfaendtner, Jim, De Yoreo, James J., Chen, Chun-Long, Pozzo, Lilo D., and Ferguson, Andrew L. Wed .
"Hierarchical Self-Assembly Pathways of Peptoid Helices and Sheets". United States. https://doi.org/10.1021/acs.biomac.1c01385. https://www.osti.gov/servlets/purl/1841021.
@article{osti_1841021,
title = {Hierarchical Self-Assembly Pathways of Peptoid Helices and Sheets},
author = {Zhao, Mingfei and Lachowski, Kacper J. and Zhang, Shuai and Alamdari, Sarah and Sampath, Janani and Mu, Peng and Mundy, Christopher J. and Pfaendtner, Jim and De Yoreo, James J. and Chen, Chun-Long and Pozzo, Lilo D. and Ferguson, Andrew L.},
abstractNote = {Peptoids (N-substituted glycines) are a class of tailorable synthetic peptidomic polymers. Amphiphilic diblock peptoids have been engineered to assemble 2D crystalline lattices with applications in catalysis and molecular separations. Assembly is induced in an organic solvent/water mixture by evaporating the organic phase, but the assembly pathways remain uncharacterized. We conduct all-atom molecular dynamics simulations of Nbrpe6Nc6 as a prototypical amphiphilic diblock peptoid comprising an NH2-capped block of six hydrophobic N-((4-bromophenyl)ethyl)glycine residues conjugated to a polar NH3(CH2)5CO tail. We identify a thermodynamically controlled assembly mechanism by which monomers assemble into disordered aggregates that self-order into 1D chiral helical rods then 2D achiral crystalline sheets. We support our computational predictions with experimental observations of 1D rods using small-angle X-ray scattering, circular dichroism, and atomic force microscopy and 2D crystalline sheets using X-ray diffraction and atomic force microscopy. Furthermore, this work establishes a new understanding of hierarchical peptoid assembly and principles for the design of peptoid-based nanomaterials.},
doi = {10.1021/acs.biomac.1c01385},
journal = {Biomacromolecules},
number = 3,
volume = 23,
place = {United States},
year = {Wed Jan 12 00:00:00 EST 2022},
month = {Wed Jan 12 00:00:00 EST 2022}
}
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