Literature DB >> 33938738

Molecular Self-Assembly and Supramolecular Chemistry of Cyclic Peptides.

Qiao Song1, Zihe Cheng1, Maria Kariuki1, Stephen C L Hall1, Sophie K Hill1, Julia Y Rho1, Sébastien Perrier1,2,3.   

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.

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Year:  2021        PMID: 33938738      PMCID: PMC8824434          DOI: 10.1021/acs.chemrev.0c01291

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  152 in total

1.  Antiviral cyclic D,L-alpha-peptides: targeting a general biochemical pathway in virus infections.

Authors:  W Seth Horne; Christopher M Wiethoff; Chunli Cui; Keith M Wilcoxen; Manuel Amorin; M Reza Ghadiri; Glen R Nemerow
Journal:  Bioorg Med Chem       Date:  2005-09-01       Impact factor: 3.641

2.  Methyl-blocked dimeric alpha,gamma-peptide nanotube segments: formation of a peptide heterodimer through backbone-backbone interactions.

Authors:  Roberto J Brea; Manuel Amorín; Luis Castedo; Juan R Granja
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-05       Impact factor: 15.336

3.  Design of self-assembling peptide nanotubes with delocalized electronic states.

Authors:  Nurit Ashkenasy; W Seth Horne; M Reza Ghadiri
Journal:  Small       Date:  2006-01       Impact factor: 13.281

4.  Mechanical reinforcement of polymeric fibers through peptide nanotube incorporation.

Authors:  Daniel J Rubin; Hadi T Nia; Thierry Desire; Peter Q Nguyen; Michael Gevelber; Christine Ortiz; Neel S Joshi
Journal:  Biomacromolecules       Date:  2013-10-03       Impact factor: 6.988

5.  Oral gene delivery with cyclo-(D-Trp-Tyr) peptide nanotubes.

Authors:  Wei-Hsien Hsieh; Shwu-Fen Chang; Hui-Min Chen; Jeng-Hsien Chen; Jiahorng Liaw
Journal:  Mol Pharm       Date:  2012-04-18       Impact factor: 4.939

6.  Modulating charge transfer through cyclic D,L-alpha-peptide self-assembly.

Authors:  W Seth Horne; Nurit Ashkenasy; M Reza Ghadiri
Journal:  Chemistry       Date:  2005-02-04       Impact factor: 5.236

7.  Self-assembling properties of all γ-cyclic peptides containing sugar amino acid residues.

Authors:  Arcadio Guerra; Roberto J Brea; Manuel Amorín; Luis Castedo; Juan R Granja
Journal:  Org Biomol Chem       Date:  2012-11-28       Impact factor: 3.876

8.  New alpha,gamma-cyclic peptides-nanotube molecular caps using alpha,alpha-dialkylated alpha-amino acids.

Authors:  César Reiriz; Luis Castedo; Juan R Granja
Journal:  J Pept Sci       Date:  2008-02       Impact factor: 1.905

9.  Conformationally homogeneous heterocyclic pseudotetrapeptides as three-dimensional scaffolds for rational drug design: receptor-selective somatostatin analogues.

Authors:  John M Beierle; W Seth Horne; Jan H van Maarseveen; Beatrice Waser; Jean Claude Reubi; M Reza Ghadiri
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  Anti-Apoptotic Gene Delivery with cyclo-(d-Trp-Tyr) Peptide Nanotube via Eye Drop Following Corneal Epithelial Debridement.

Authors:  Yu-Hsing Lee; Shwu-Fen Chang; Jiahorng Liaw
Journal:  Pharmaceutics       Date:  2015-07-17       Impact factor: 6.321

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  10 in total

Review 1.  Protein Assembly by Design.

Authors:  Jie Zhu; Nicole Avakyan; Albert Kakkis; Alexander M Hoffnagle; Kenneth Han; Yiying Li; Zhiyin Zhang; Tae Su Choi; Youjeong Na; Chung-Jui Yu; F Akif Tezcan
Journal:  Chem Rev       Date:  2021-08-18       Impact factor: 72.087

2.  Cyclic heptapeptides with metal binding properties isolated from the fungus Cadophora malorum from Antarctic soil.

Authors:  Guidmar C Donalle; María Martha Martorell; Gastón E Siless; Lucas Ruberto; Gabriela M Cabrera
Journal:  Nat Prod Bioprospect       Date:  2022-07-14

Review 3.  Synthetic Receptors Based on Abiotic Cyclo(pseudo)peptides.

Authors:  Stefan Kubik
Journal:  Molecules       Date:  2022-04-28       Impact factor: 4.927

Review 4.  Hierarchical self-assembly of aromatic peptide conjugates into supramolecular polymers: it takes two to tango.

Authors:  Maëva Coste; Esteban Suárez-Picado; Sébastien Ulrich
Journal:  Chem Sci       Date:  2021-12-10       Impact factor: 9.825

Review 5.  Peptide-based nanomaterials: Self-assembly, properties and applications.

Authors:  Tong Li; Xian-Mao Lu; Ming-Rong Zhang; Kuan Hu; Zhou Li
Journal:  Bioact Mater       Date:  2021-09-28

6.  Co-assembled Coiled-Coil Peptide Nanotubes with Enhanced Stability and Metal-Dependent Cargo Loading.

Authors:  Michael D Jorgensen; Jean Chmielewski
Journal:  ACS Omega       Date:  2022-06-10

7.  Carbodiimide-Driven Dimerization and Self-Assembly of Artificial, Ribose-Based Amphiphiles.

Authors:  Jing Sun; Julian Vogel; Lisa Chen; A Lennart Schleper; Tim Bergner; Alexander J C Kuehne; Max von Delius
Journal:  Chemistry       Date:  2022-02-08       Impact factor: 5.020

Review 8.  Peptide-Based Hydrogels: New Materials for Biosensing and Biomedical Applications.

Authors:  Roya Binaymotlagh; Laura Chronopoulou; Farid Hajareh Haghighi; Ilaria Fratoddi; Cleofe Palocci
Journal:  Materials (Basel)       Date:  2022-08-25       Impact factor: 3.748

9.  Modular and hierarchical self-assembly of siRNAs into supramolecular nanomaterials for soft and homogeneous siRNA loading and precise and visualized intracellular delivery.

Authors:  Xiaowen Guan; Fanqi Meng; Hongwei Tan; Xiaoni Wang; Jingjing Li; Juanjuan Wei; Jin Ouyang; Na Na
Journal:  Chem Sci       Date:  2022-07-05       Impact factor: 9.969

10.  Tubular supramolecular alternating copolymers fabricated by cyclic peptide-polymer conjugates.

Authors:  Qiao Song; Andrew Kerr; Jie Yang; Stephen C L Hall; Sébastien Perrier
Journal:  Chem Sci       Date:  2021-06-03       Impact factor: 9.825

  10 in total

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