Peptidomimetic Wet-Adhesive PEGtides with Synergistic and Multimodal Hydrogen Bonding

Minseong Kim, Jinwoo Park, Kyung Min Lee, Eeseul Shin, Suebin Park, Joonhee Lee, Chanoong Lim, Sang Kyu Kwak, Dong Woog Lee, Byeong Su Kim

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)


The remarkable underwater adhesion of mussel foot proteins has long been an inspiration in the design of peptidomimetic materials. Although the synergistic wet adhesion of catechol and lysine has been recently highlighted, the critical role of the polymeric backbone has remained largely underexplored. Here, we present a peptidomimetic approach using poly(ethylene glycol) (PEG) as a platform to evaluate the synergistic compositional relation between the key amino acid residues (i.e., DOPA and lysine), as well as the role of the polyether backbone in interfacial adhesive interactions. A series of PEG-based peptides (PEGtides) were synthesized using functional epoxide monomers corresponding to catechol and lysine via anionic ring-opening polymerization. Using a surface force apparatus, highly synergistic surface interactions among these PEGtides with respect to the relative compositional ratio were revealed. Furthermore, the critical role of the catechol-Amine synergy and diverse hydrogen bonding within the PEGtides in the superior adhesive interactions was verified by molecular dynamics simulations. Our study sheds light on the design of peptidomimetic polymers with reduced complexity within the framework of a polyether backbone.

Original languageEnglish
Pages (from-to)6261-6269
Number of pages9
JournalJournal of the American Chemical Society
Issue number14
Publication statusPublished - 2022 Apr 13

Bibliographical note

Funding Information:
This work was supported by the Samsung Research Funding & Incubation Center of Samsung Electronics under project number SRFC-MA1602-07. This work was also partially supported by the National Research Foundation of Korea (NRF-2021R1A2C3004978).

Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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