Chiral inversion induced by aromatic interactions in short peptide assembly

Kai Qi, Hao Qi, Muhan Wang, Xiaoyue Ma, Yan Wang, Qiang Yao, Wenliang Liu, Yurong Zhao, Jiqian Wang, Yuefei Wang (), Wei Qi, Jun Zhang (), Jian R. Lu () and Hai Xu ()
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Kai Qi: China University of Petroleum (East China)
Hao Qi: China University of Petroleum (East China)
Muhan Wang: Qingdao University of Technology
Xiaoyue Ma: China University of Petroleum (East China)
Yan Wang: China University of Petroleum (East China)
Qiang Yao: China University of Petroleum (East China)
Wenliang Liu: China University of Petroleum (East China)
Yurong Zhao: China University of Petroleum (East China)
Jiqian Wang: China University of Petroleum (East China)
Yuefei Wang: Tianjin University
Wei Qi: Tianjin University
Jun Zhang: China University of Petroleum (East China)
Jian R. Lu: The University of Manchester
Hai Xu: China University of Petroleum (East China)

Nature Communications, 2024, vol. 15, issue 1, 1-9

Abstract: Abstract Although hydrophobic interactions provide the main driving force for initial peptide aggregation, their role in regulating suprastructure handedness of higher-order architectures remains largely unknown. We here interrogate the effects of hydrophobic amino acids on handedness at various assembly stages of peptide amphiphiles. Our studies reveal that relative to aliphatic side chains, aromatic side chains set the twisting directions of single β-strands due to their strong steric repulsion to the backbone, and upon packing into multi-stranded β-sheets, the side-chain aromatic interactions between strands form the aromatic ladders with a directional preference. This ordering not only leads to parallel β-sheet arrangements but also induces the chiral flipping over of single β-strands within a β-sheet. In contrast, the lack of orientational hydrophobic interactions in the assembly of aliphatic peptides implies no chiral inversion upon packing into β-sheets. This study opens an avenue to harness peptide aggregates with targeted handedness via aromatic side-chain interactions.

Date: 2024
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DOI: 10.1038/s41467-024-50448-0

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