Versatile immobilization of mimicking peptides on additively manufactured functionalized a-amino acid based poly(ester amide)s

Vahid Ansari, Philippe Massonnet, Hongjuan Weng, Maria Kalogeropoulou, Ron M.A. Heeren, Jules A.W. Harings, Lorenzo Moroni*, Katrien V. Bernaerts

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

a-Amino acid based polyester amides (AA-PEAs) exhibit remarkable properties, including biocompatibility, biodegradability, flexibility, thermal stability, and mechanical integrity. The incorporation of a-amino acids enhances cytocompatibility, hydrogen bonding, and favorable cell-polymer interactions, making AA-PEAs appealing for biomedical applications, notably tissue engineering. However, addressing complex tissue regeneration requires additional enhancements. Introducing biologically instructive factors, like growth factors and peptides, becomes essential to facilitate cell growth, proliferation, and differentiation. This study explores a-amino acid based functionalized polyester amides (AA-FPEAs) for their potential in tissue engineering, focusing on their underexplored role as thermoplastic resources for fused deposition modeling (FDM). Novel AA-FPEAs with alkyne moieties were synthesized and additively manufactured via FDM, highlighting their structure–property correlation. Employing a facile copper-free click chemistry strategy, we successfully attached a CGRGDS mimicking peptide to AA-FPEAs using UV light and a photoinitiator with water as a solvent. UV–Vis analysis confirmed the feasibility of the click reaction, and TOF-SIMS analysis verified CGRGDS attachment on AA-FPEA films and AM scaffolds. In vitro evaluation further demonstrated that AA-FPEAs support cell growth and proliferation, highlighting their biocompatibility. These findings underscore the potential of AA-FPEAs as versatile functionalized biomaterials for tissue engineering applications.
Original languageEnglish
Article number113593
JournalEuropean Polymer Journal
Volume222
DOIs
Publication statusPublished - 6 Jan 2025

Keywords

  • Additive manufacturing
  • Biomedical application
  • Biomimetic peptide immobilization
  • Copper-free click chemistry
  • Functionalized poly(ester amide)

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