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Title: Co-assembly of Peptide Amphiphiles and Lipids into Supramolecular Nanostructures Driven by Anion−π Interactions
Authors: Yu, Zhilin
Erbas, Aykut
Tantakitti, Faifan
Palmer, Liam C.
Jackman, Joshua A.
Olvera de la Cruz, Monica
Cho, Nam-Joon
Stupp, Samuel I.
Keywords: Supramolecular Nanostructures
Issue Date: 2017
Source: Yu, Z., Erbas, A., Tantakitti, F., Palmer, L. C., Jackman, J. A., Olvera de la Cruz, M., et al. (2017). Co-assembly of Peptide Amphiphiles and Lipids into Supramolecular Nanostructures Driven by Anion−π Interactions. Journal of the American Chemical Society, 139(23), 7823-7830.
Series/Report no.: Journal of the American Chemical Society
Abstract: Co-assembly of binary systems driven by specific non-covalent interactions can greatly expand the structural and functional space of supramolecular nanostructures. We report here on the self-assembly of peptide amphiphiles and fatty acids driven primarily by anion−π interactions. The peptide sequences investigated were functionalized with a perfluorinated phenylalanine residue to promote anion−π interactions with carboxylate headgroups in fatty acids. These interactions were verified here by NMR and circular dichroism experiments as well as investigated using atomistic simulations. Positioning the aromatic units close to the N-terminus of the peptide backbone near the hydrophobic core of cylindrical nanofibers leads to strong anion−π interactions between both components. With a low content of dodecanoic acid in this position, the cylindrical morphology is preserved. However, as the aromatic units are moved along the peptide backbone away from the hydrophobic core, the interactions with dodecanoic acid transform the cylindrical supramolecular morphology into ribbon-like structures. Increasing the ratio of dodecanoic acid to PA leads to either the formation of large vesicles in the binary systems where the anion−π interactions are strong, or a heterogeneous mixture of assemblies when the peptide amphiphiles associate weakly with dodecanoic acid. Our findings reveal how co-assembly involving designed specific interactions can drastically change supramolecular morphology and even cross from nano to micro scales.
ISSN: 0002-7863
DOI: 10.1021/jacs.7b02058
Rights: © 2017 American Chemical Society (ACS). This is the author created version of a work that has been peer reviewed and accepted for publication by Journal of the American Chemical Society, ACS Publications. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [].
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:MSE Journal Articles

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