Design of Self-Assembling 2,5-Diketopiperadine for Antibacterial Surface

作者：Nakatsuka Eri^*; Kakinoki Sachiro; Hirano Yoshiaki

来源：Kobunshi Ronbunshu, 2018, 75(2): 187-194.

DOI：10.1295/koron.2017-0058

• 2,5-Diketopiperazine
• Self-Assembling
• Antibacterial
• Nanostructure
• Biomaterial Surface

The amide functionality in the 2,5-diketopiperazine ring forms intermolecular hydrogen bonds between adjacent molecules that enable 2,5-diketopiperazines to form regulated higher-order supermolecular structures that are important in surface and coating engineering. In this study, we synthesized a cyclic(D-Tyr-D-Phe) peptide for the purpose of evaluating its self-assembly on glass or SUS316L, and the peptide's potential use in the design of antibacterial surfaces. A self-assembling 2,5-diketopiperazine nanostructure was observed and evaluated by atomic force microcopy (AFM). Cyclic(D-Tyr-D-Phe) formed a rod-like nanostructure on a glass surface. Compared to the synthetic H-D-Tyr-D-Phe-OH absorbed surface and the original material surfaces, self-assembling cyclic(D-Tyr-D-Phe) has the potential for antibacterial activity when adsorbed on surfaces. Finally, cyclic(D-Tyr-D-Phe) peptide did not show cell toxicity activity. The self-assembled cyclic(D-Tyr-D-Phe) has potential for use in the design of biomedical device surfaces with antibacterial activity.

• 出版日期2018