Co-assembly of Peptide Amphiphiles and Lipids into Supramolecular Nanostructures Driven by Anion–π Interactions

Yu, Zhilin; Erbas, Aykut; Tantakitti, Faifan; Palmer, Liam C.; Jackman, Joshua A.; Olvera de la Cruz, Monica; Cho, Nam-Joon; Stupp, Samuel I.

doi:10.1021/jacs.7b02058

Title: Co-assembly of Peptide Amphiphiles and Lipids into Supramolecular Nanostructures Driven by Anion–π Interactions

Journal Article · Thu Jun 01 00:00:00 EDT 2017 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.7b02058· OSTI ID:1846932

Yu, Zhilin ^[1]; Erbas, Aykut ^[1]; Tantakitti, Faifan ^[1];

^[2]; Jackman, Joshua A. ^[3]; Olvera de la Cruz, Monica ^[1];

^[3];

^[2]

Northwestern Univ., Evanston, IL (United States)
Northwestern Univ., Evanston, IL (United States); Northwestern Univ., Chicago, IL (United States)
Nanyang Technological Univ. (Singapore)

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. Furthermore, our findings reveal how co-assembly involving designed specific interactions can drastically change supramolecular morphology and even cross from nano to micro scales.

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Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Center for Bio-Inspired Energy Science (CBES); Northwestern Univ., Evanston, IL (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: FG02-08ER46539; FG02-00ER45810; AC02-06CH11357

OSTI ID:: 1846932

Alternate ID(s):: OSTI ID: 1821221

Journal Information:: Journal of the American Chemical Society, Vol. 139, Issue 23; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 65 works

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