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- Title
Orthogonal Halogen‐Bonding‐Driven 3D Supramolecular Assembly of Right‐Handed Synthetic Helical Peptides.
- Authors
Teng, Peng; Gray, Geoffrey M.; Zheng, Mengmeng; Singh, Sylvia; Li, Xiaopeng; Wojtas, Lukasz; van der Vaart, Arjan; Cai, Jianfeng
- Abstract
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.
- Subjects
HALOGENS; HYDROGEN bonding; PEPTIDOMIMETICS; HYDROPHOBIC interactions; MOLECULAR recognition
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 23, p7860
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201903259