Molecular Self-Assembly and Supramolecular Chemistry of Cyclic Peptides

Abstract

This Review focuses on the establishment and development of self-assemblies governed by the supramolecular interactions between cyclic peptides. The Review first describes the type of cyclic peptides able to assemble into tubular structures to form supramolecular cyclic peptide nanotubes. A range of cyclic peptides have been identified to have such properties, including α-peptides, β-peptides, α,γ-peptides, and peptides based on δ- and ε-amino acids. The Review covers the design and functionalization of these cyclic peptides and expands to a recent advance in the design and application of these materials through their conjugation to polymer chains to generate cyclic peptide–polymer conjugates nanostructures. The Review, then, concentrates on the challenges in characterizing these systems and presents an overview of the various analytical and characterization techniques used to date. This overview concludes with a critical survey of the various applications of the nanomaterials obtained from supramolecular cyclic peptide nanotubes, with a focus on biological and medical applications, ranging from ion channels and membrane insertion to antibacterial materials, anticancer drug delivery, gene delivery, and antiviral applications.

Structures of synthetic helical filaments and tubes based on peptide and peptido-mimetic polymers

“…axial stacking of cyclic peptides (Ghadiri et al, 1993;Insua and Montenegro, 2020). The latter subject has been reviewed recently and will not be covered here (Song et al, 2021). This review will discuss the structure of biomimetic helical assemblies derived from synthetic peptides and peptido-mimetics.…”

“…axial stacking of cyclic peptides (Ghadiri et al ., 1993; Insua and Montenegro, 2020). The latter subject has been reviewed recently and will not be covered here (Song et al ., 2021).…”

Peptide-based nanomaterials: Self-assembly, properties and applications

“…In this review, a representative diphenylalanine peptide that can self-assemble into nanotubes was selected for introducing its synthetic approaches and properties. As for other systems, such as the self-assembly of cyclic peptides, the readers could reference other reviews [ 92 , 93 ].…”

Hierarchical self-assembly of aromatic peptide conjugates into supramolecular polymers: it takes two to tango

“…6 ). 111 Within these CPs, the amide groups are perpendicularly arranged to the plane of the ring, thereby promoting the formation of hydrogen bonds with other cyclic peptides via tubular-assembly. As a result, nanotubes are generated, in which the inner diameter and properties depend on the number and nature of the building blocks.…”