Department of Chemistry, University of South Florida, 4202 East Fowler Avenue, Tampa, FL, 33620, USA.
Angew Chem Int Ed Engl. 2019 Jun 3;58(23):7778-7782. doi: 10.1002/anie.201903259. Epub 2019 Apr 30.
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.
肽介导的自组装是一种常用的方法，可以用来构建高度有序的超分子结构。在此，我们报道了首例基于合成的螺旋肽，其同时包含 l-磺酸基-γ-AA 肽和天然氨基酸的杂合结构，通过正交的 C-X···X-C/C-X···π 卤键和氢键驱动的结晶结构。卤键、分子内/分子间氢键和分子间疏水相互作用的结合，使得新颖的 3D 超分子组装成为可能。在超分子结构中，正交的卤键为合成肽折叠体的自组装提供了一种新的机制，并为分子识别、超分子设计和仿生结构的合理设计提供了新的见解。
