journal article·2025-03-25

Modulable Supramolecular Hydrogels via Co-Assembly Using Cyclic Dipeptides: Influence of One Methyl Group

Yuki Shintani, Sayuri L. Higashi, Aya Shibata, Koichiro M. Hirosawa, Kenichi G. N. Suzuki, Shin-ichiro Kawano, Hiroshi Katagiri, Masato Ikeda

Chemistry of Materials· Volume 37· Issue 6
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Abstract

Self-assembling peptide derivatives containing unnatural amino acids are promising for the modulation of the structure and function of supramolecular architectures consisting of natural peptide-based derivatives through co-assembly. In this study, we investigate the self-assembly of three cyclic dipeptides that contain synthetic α-methyl- l -phenylalanine as the unnatural amino acid in an aqueous medium. We reveal that one of the three synthesized cyclic dipeptides can form a supramolecular hydrogel and resolve the self-assembled architecture and the folded conformation at the atomic scale, where one methyl group introduced at the α-carbon of l -phenylalanine significantly influenced the properties of the hydrogel. Furthermore, we demonstrate that co-assembly with its natural counterpart enables modulation of the viscoelastic properties of supramolecular hydrogels. Thus, our study may facilitate the exploration of unnatural peptide-based self-assembling molecular libraries for the construction of supramolecular soft materials.
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Research context

OpenAlex topics: Supramolecular Self-Assembly in Materials · Chemical Synthesis and Analysis · Polydiacetylene-based materials and applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

United Graduate School of Drug Discovery and Medical Information Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Institute for Advanced Study, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Center for One Medicine Innovative Translational Research (COMIT), Institute for Advanced Study, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Innovation Research Center for Quantum Medicine, Graduate School of Medicine, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan

Division of Advanced Bioimaging, National Cancer Center Research Institute (NCCRI), 5-1-1 Tsukiji, Chuo-ku, Tokyo 104-0045, Japan

Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8602, Japan

Graduate School of Organic Materials Science, Yamagata University, 4-3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan

Funding

Toyota Physical and Chemical Research Institute · Japan Society for the Promotion of Science · THERS Interdisciplinary Frontier Next Generation Researcher Project and Make New Standards Program · Life Science Research Center, Gifu University · Tokai Pathways to Global Excellence

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