Orthogonal Halogen-Bonding-Driven 3D Supramolecular Assembly of Right-Handed Synthetic Helical Peptides

Teng, Peng; Gray, Geoffrey M.; Zheng, Mengmeng; Singh, Sylvia; Li, Xiaopeng; Wojtas, Lukasz; van der Vaart, Arjan; Cai, Jianfeng

doi:10.1002/anie.201903259

Title: Orthogonal Halogen-Bonding-Driven 3D Supramolecular Assembly of Right-Handed Synthetic Helical Peptides

Journal Article · 03 June 2019 · Angewandte Chemie (International Edition)

DOI: https://doi.org/10.1002/anie.201903259 · OSTI ID:1524655

^[1]; Gray, Geoffrey M. ^[1]; Zheng, Mengmeng ^[1]; Singh, Sylvia ^[1];

^[1]; Wojtas, Lukasz ^[1];

^[1];

^[1]

Univ. of South Florida, Tampa, FL (United States)

Peptide-mediated self-assembly is a prevalent method for creating highly ordered supramolecular architectures. Herein, we report the first example of orthogonal C-X∙∙∙X-C/C-X∙∙∙π halogen bonding and hydrogen bonding driven crystalline architectures based on synthetic helical peptides bearing hybrids of l-sulfono-γ-AApeptides and natural amino acids. The combination of halogen bonding, intra-/intermolecular hydrogen bonding, and intermolecular hydrophobic interactions enabled novel 3D supramolecular assembly. The orthogonal halogen bonding in the supramolecular architecture exerts a novel mechanism for the self-assembly of synthetic peptide foldamers and gives new insights into molecular recognition, supramolecular design, and rational design of biomimetic structures.

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Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: USDOE; National Science Foundation (NSF); National Institutes of Health (NIH)

Grant/Contract Number:: NSF/CHE-1346572; NSF/DMR-1531283

OSTI ID:: 1524655

Journal Information:: Angewandte Chemie (International Edition), Vol. 58, Issue 23; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: ENGLISH

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Cited by: 37 works

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