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The role of aromatic residues in controlling the supramolecular chirality of short amphiphilic peptides

Nano Research 2023年第10期16卷 12230-12237页

作者： Hao Qi Kai Qi Jie Li Chunyong He Mingrui Liao Xuzhi Hu Yurong Zhao Yubin Ke Chunqiu Zhang Jun Zhang Jiqian Wang Jian R.Lu Hai Xu Department of Biological and Energy Chemical Engineering China University of Petroleum(East China)Qingdao 266580China College of Life Science Nankai UniversityTianjin 300071China Spallation Neutron Source Science Center Chinese Academy of Sciences(CAS)Dongguan 523803China Institute of High Energy Physics Chinese Academy of SciencesBeijing 100049China Biological Physics Group Department of Physics and AstronomyThe University of ManchesterManchester M139PLUK School of Material Science and Engineering China University of Petroleum(East China)Qingdao 266580China

Although the relationship between molecular and supramolecular chirality remains elusive,the existing results have demonstrated the vital role of hydrophilic motifs in controlling the supramolecular handedness of peptide nanofibrils compared with hydrophobic ***,unlike conventional hydrophobic residues,we speculate that aromatic hydrophobic residues are mostly likely to play a unique role in regulating the supramolecular handedness because theπ–πstacking interactions of their side chains are directional like hydrogen bonding and can direct high levels of self-assembly due to the geometric confining of aromatic *** confirm this hypothesis,we here design a series of amphiphilic short peptides,with their hydrophobic motifs being composed of aromatic *** short lengths not only favor their structural stability,synthesis,and sequence variation but also enable us to readily link their molecular and supramolecular *** the combination of experiments and theoretical simulations,we demonstrate that the peptides containing L-form aromatic residues form left-handed nanofibrils while those containing D-form aromatic residues assemble into right-handed ones,irrespective of the chirality of their C-terminal hydrophilic *** calculations revealed that the stacking of aromatic side chains betweenβ-strands directed the twisting direction of theβ-sheets formed,with L-and D-form phenylalanine side chains stacking in a clockwise and anti-clockwise way,and more ordered and stronger aromatic stacking for homochiral peptides facilitated the formation of nanofibrils with a marked tubular *** study has bridged the knowledge gap in our understanding of how aromatic residues affect the supramolecular chirality of short peptides.

关键词： amphiphilic short peptide molecular chirality supramolecular handedness aromatic residue π–πstacking

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