pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies
Abstract
Supramolecular self-assembly offers promising new ways to control nanostructure morphology and respond to external stimuli. A pH-sensitive self-assembled system was developed to both control nanostructure shape and respond to the acidic microenvironment of tumors using self-assembling peptide amphiphiles (PAs). Here, by incorporating an oligo-histidine H6 sequence, we developed two PAs that self-assembled into distinct morphologies on the nanoscale, either as nanofibers or spherical micelles, based on the incorporation of the aliphatic tail on the N-terminus or near the C-terminus, respectively. Both cylinder and sphere-forming PAs demonstrated reversible disassembly between pH 6.0 and 6.5 upon protonation of the histidine residues in acidic solutions. These PAs were then characterized and assessed for their potential to encapsulate hydrophobic chemotherapies. The H6-based nanofiber assemblies encapsulated camptothecin (CPT) with up to 60% efficiency, a 7-fold increase in CPT encapsulation relative to spherical micelles. Additionally, pH-sensitive nanofibers showed improved tumor accumulation over both spherical micelles and nanofibers that did not change morphologies in acidic environments. We have demonstrated that the morphological transitions upon changes in pH of supramolecular nanostructures affect drug encapsulation and tumor accumulation. Lastly, our findings also suggest that these supramolecular events can be tuned by molecular design to improve the pharmacologic properties ofmore »
- Authors:
-
- Northwestern Univ., Chicago, IL (United States). Inst. for BioNanotechnology in Medicine, Dept. of Materials Science and Engineering
- Northwestern Univ., Chicago, IL (United States). Inst. for BioNanotechnology in Medicine; Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry
- Northwestern Univ., Chicago, IL (United States). Inst. for BioNanotechnology in Medicine; Northwestern Univ., Chicago, IL (United States). Feinberg School of Medicine, Dept. of Medicine
- Northwestern Univ., Chicago, IL (United States). Feinberg School of Medicine, Dept. of Medicine
- Univ. of Wisconsin, Madison, WI (United States). School of Medicine and Public Health, Carbone Cancer Center and Dept. of Medicine
- Northwestern Univ., Chicago, IL (United States). Inst. for BioNanotechnology in Medicine, Dept. of Materials Science and Engineering; Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry; Northwestern Univ., Chicago, IL (United States). Feinberg School of Medicine, Dept. of Medicine
- Publication Date:
- Research Org.:
- Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
- Sponsoring Org.:
- USDOE Office of Science (SC); National Institutes of Health (NIH); Department of Defense (DoD)
- OSTI Identifier:
- 1165620
- Grant/Contract Number:
- AC02-06CH11357; 5U54CA151880-03; 5R01DE015920-09; W81XWH-10-1-0503
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of the American Chemical Society
- Additional Journal Information:
- Journal Volume: 136; Journal Issue: 42; Journal ID: ISSN 0002-7863
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- ENGLISH
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 60 APPLIED LIFE SCIENCES
Citation Formats
Moyer, Tyson J., Finbloom, Joel A., Chen, Feng, Toft, Daniel J., Cryns, Vincent L., and Stupp, Samuel I. pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies. United States: N. p., 2014.
Web. doi:10.1021/ja5042429.
Moyer, Tyson J., Finbloom, Joel A., Chen, Feng, Toft, Daniel J., Cryns, Vincent L., & Stupp, Samuel I. pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies. United States. https://doi.org/10.1021/ja5042429
Moyer, Tyson J., Finbloom, Joel A., Chen, Feng, Toft, Daniel J., Cryns, Vincent L., and Stupp, Samuel I. Mon .
"pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies". United States. https://doi.org/10.1021/ja5042429. https://www.osti.gov/servlets/purl/1165620.
@article{osti_1165620,
title = {pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies},
author = {Moyer, Tyson J. and Finbloom, Joel A. and Chen, Feng and Toft, Daniel J. and Cryns, Vincent L. and Stupp, Samuel I.},
abstractNote = {Supramolecular self-assembly offers promising new ways to control nanostructure morphology and respond to external stimuli. A pH-sensitive self-assembled system was developed to both control nanostructure shape and respond to the acidic microenvironment of tumors using self-assembling peptide amphiphiles (PAs). Here, by incorporating an oligo-histidine H6 sequence, we developed two PAs that self-assembled into distinct morphologies on the nanoscale, either as nanofibers or spherical micelles, based on the incorporation of the aliphatic tail on the N-terminus or near the C-terminus, respectively. Both cylinder and sphere-forming PAs demonstrated reversible disassembly between pH 6.0 and 6.5 upon protonation of the histidine residues in acidic solutions. These PAs were then characterized and assessed for their potential to encapsulate hydrophobic chemotherapies. The H6-based nanofiber assemblies encapsulated camptothecin (CPT) with up to 60% efficiency, a 7-fold increase in CPT encapsulation relative to spherical micelles. Additionally, pH-sensitive nanofibers showed improved tumor accumulation over both spherical micelles and nanofibers that did not change morphologies in acidic environments. We have demonstrated that the morphological transitions upon changes in pH of supramolecular nanostructures affect drug encapsulation and tumor accumulation. Lastly, our findings also suggest that these supramolecular events can be tuned by molecular design to improve the pharmacologic properties of nanomedicines.},
doi = {10.1021/ja5042429},
journal = {Journal of the American Chemical Society},
number = 42,
volume = 136,
place = {United States},
year = {Mon Oct 13 00:00:00 EDT 2014},
month = {Mon Oct 13 00:00:00 EDT 2014}
}
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