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<p>Tissue adhesives have attracted widespread attention due to their immediate tissue-sealing properties and reliable biocompatibility. Lipoic acid (LA) is commonly used to prepare adhesives because of its unique bioactivity and terminally rich adhesive carboxyl groups. However, introducing exogenous multifunctional small molecules or high-valent metal ions to stabilize poly-lipoic acid (polyLA) significantly reduces the biocompatibility of polyLA adhesives, limiting their <i>in vivo</i> applications. Here, a bioactive polyLA-based adhesive is prepared by combining LA with the active amino acid small molecule arginine (Arg), followed by a simple heating and cooling process. The salt bridge hydrogen bonds formed between the carboxyl group of LA and the guanidine group on Arg not only induce a deep eutectic effect to lower the melting point of Arg from above 200°C to below 65°C, but also stabilize polyLA at room temperature. The resulting adhesive exhibits excellent adhesion to various substrates by forming multiple hydrogen bonds and electrostatic interactions with the substrates. Additionally, the adhesive also shows stretchability, low swelling, excellent bioactivity, and cytocompatibility. In an SD rat full skin defect model, the polyLA-Arg patch shows significant effects in promoting skin wound repair.</p>

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A salt-bridge hydrogen bond stabilized poly(lipoic acid)-based bioactive adhesive

  • 期刊论文

  • 发表日期：

    2025年6月18日

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  • Haotian Song,
  • Ying Qi,
  • Zhen Luo,
  • Jiaxing Shao,
  • Chunyan Cui,
  • Wenguang Liu

摘要

Tissue adhesives have attracted widespread attention due to their immediate tissue-sealing properties and reliable biocompatibility. Lipoic acid (LA) is commonly used to prepare adhesives because of its unique bioactivity and terminally rich adhesive carboxyl groups. However, introducing exogenous multifunctional small molecules or high-valent metal ions to stabilize poly-lipoic acid (polyLA) significantly reduces the biocompatibility of polyLA adhesives, limiting their in vivo applications. Here, a bioactive polyLA-based adhesive is prepared by combining LA with the active amino acid small molecule arginine (Arg), followed by a simple heating and cooling process. The salt bridge hydrogen bonds formed between the carboxyl group of LA and the guanidine group on Arg not only induce a deep eutectic effect to lower the melting point of Arg from above 200°C to below 65°C, but also stabilize polyLA at room temperature. The resulting adhesive exhibits excellent adhesion to various substrates by forming multiple hydrogen bonds and electrostatic interactions with the substrates. Additionally, the adhesive also shows stretchability, low swelling, excellent bioactivity, and cytocompatibility. In an SD rat full skin defect model, the polyLA-Arg patch shows significant effects in promoting skin wound repair.