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Abstract <p>Diketopiperazines, or cyclic dipeptides, represent an important class of biologically active compounds with a broad spectrum of functional properties. Solid-state synthesis of cyclic dipeptides from their linear analogs upon heating is a promising strategy. In this study, the solid-state cyclization of the dipeptide <sub>L</sub>-phenylalanyl-glycine is investigated for the first time. The structure of the product is determined using a combination of physicochemical methods. A kinetic analysis of this reaction is performed, and the kinetic parameters are determined. Atomic force microscopy demonstrates the effect of solvent on the self-assembly of <i>cyclo</i>(Phe-Gly). These results expand our understanding of the mechanisms of dipeptide cyclization in the solid state and the potential for their use as building blocks for functional and bioinspired materials.</p>

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Solid-State Synthesis and Self-Assembly of cyclo(Phe-Gly) Dipeptide

  • 期刊论文

  • 发表日期：

    2025年12月1日

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  • Daria V. Tkachenko,
  • Elina R. Mirgazieva,
  • Radik A. Larionov,
  • Khasan R. Khayarov,
  • Alexander E. Klimovitskii,
  • Vladimir A. Burilov,
  • Olga B. Babaeva,
  • Sufia A. Ziganshina,
  • Valery V. Gorbachuk,
  • Marat A. Ziganshin

摘要

Abstract

Diketopiperazines, or cyclic dipeptides, represent an important class of biologically active compounds with a broad spectrum of functional properties. Solid-state synthesis of cyclic dipeptides from their linear analogs upon heating is a promising strategy. In this study, the solid-state cyclization of the dipeptide L-phenylalanyl-glycine is investigated for the first time. The structure of the product is determined using a combination of physicochemical methods. A kinetic analysis of this reaction is performed, and the kinetic parameters are determined. Atomic force microscopy demonstrates the effect of solvent on the self-assembly of cyclo(Phe-Gly). These results expand our understanding of the mechanisms of dipeptide cyclization in the solid state and the potential for their use as building blocks for functional and bioinspired materials.