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Hierarchical self-assembly of histidine-functionalized peptide amphiphiles into supramolecular chiral nanostructures

Hatip Koc, M., Cinar Ciftci, G., Baday, S., Castelletto, V., Hamley, I. W. ORCID: and Guler, M. O. (2017) Hierarchical self-assembly of histidine-functionalized peptide amphiphiles into supramolecular chiral nanostructures. Langmuir, 33 (32). pp. 7947-7956. ISSN 0743-7463

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To link to this item DOI: 10.1021/acs.langmuir.7b01266


Controlling the hierarchical organization of self-assembling peptide amphiphiles into supramolecular nanostructures opens up the possibility of developing biocompatible functional supramolecular materials for various applications. In this study, we show that the hierarchical self-assembly of histidine- (His-) functionalized PAs containing d- or l-amino acids can be controlled by both solution pH and molecular chirality of the building blocks. An increase in solution pH resulted in the structural transition of the His-functionalized chiral PA assemblies from nanosheets to completely closed nanotubes through an enhanced hydrogen-bonding capacity and π–π stacking of imidazole ring. The effects of the stereochemistry and amino acid sequence of the PA backbone on the supramolecular organization were also analyzed by CD, TEM, SAXS, and molecular dynamics simulations. In addition, an investigation of chiral mixtures revealed the differences between the hydrogen-bonding capacities and noncovalent interactions of PAs with d- and l-amino acids

Item Type:Article
Divisions:Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:72096
Uncontrolled Keywords:Spectroscopy, Electrochemistry, General Materials Science, Surfaces and Interfaces, Condensed Matter Physics
Publisher:American Chemical Society

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