Academic Journal
Synthesis of All-Peptide-Based Rotaxane from a Proline-Containing Cyclic Peptide
| Title: | Synthesis of All-Peptide-Based Rotaxane from a Proline-Containing Cyclic Peptide |
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| Authors: | Taichi Kurita, Masahiro Higashi, Joan Gimenez-Dejoz, Seiya Fujita, Hirotaka Uji, Hirofumi Sato, Keiji Numata |
| Contributors: | Barcelona Supercomputing Center |
| Source: | UPCommons. Portal del coneixement obert de la UPC Universitat Politècnica de Catalunya (UPC) |
| Publisher Information: | American Chemical Society (ACS), 2024. |
| Publication Year: | 2024 |
| Subject Terms: | Biodegradability, Rotaxanes, Proline, Microplastics, Àrees temàtiques de la UPC::Informàtica::Aplicacions de la informàtica::Bioinformàtica, Rotaxane cross-linkers, Molecular Dynamics Simulation, Peptides, Peptides, Cyclic |
| Description: | Rotaxane cross-linkers enhance the toughness of the resulting rotaxane cross-linked polymers through a stress dispersion effect, which is attributed to the mobility of the interlocked structure. To date, the compositional diversity of rotaxane cross-linkers has been limited, and the poor compatibility of these cross-linkers with peptides and proteins has made their use in such materials challenging. The synthesis of a rotaxane composed of peptides may result in a biodegradable cross-linker that is compatible with peptides and proteins, allowing the fortification of polypeptides and proteins and ultimately leading to the development of innovative materials that possess excellent mechanical properties and biodegradability. However, the chemical synthesis of all-peptide-based rotaxanes has remained elusive because of the absence of strong binding motifs in peptides, which prevents an axial peptide from penetrating a cyclic peptide. Here, we synthesized all-peptide-based rotaxanes using an active template method for proline-containing cyclic peptides. The results of molecular dynamics simulations suggested that cyclic peptides with an expansive inner cavity and carbonyl oxygens oriented toward the center are favorable for rotaxane synthesis. This rotaxane synthesis method is expected to accelerate the synthesis of peptides and proteins with mechanically interlocked structures, potentially leading to the development of peptide- and protein-based materials with unprecedented functionalities. |
| Document Type: | Article |
| File Description: | application/pdf |
| Language: | English |
| ISSN: | 1526-4602 1525-7797 |
| DOI: | 10.1021/acs.biomac.4c00257 |
| Access URL: | https://pubmed.ncbi.nlm.nih.gov/38807574 https://hdl.handle.net/2117/424627 |
| Rights: | STM Policy #29 |
| Accession Number: | edsair.doi.dedup.....f3b1f04b9850b1eb09607ae74ec6c203 |
| Database: | OpenAIRE |
| ISSN: | 15264602 15257797 |
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| DOI: | 10.1021/acs.biomac.4c00257 |