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Kinetics of the Solid-State Cyclization of Glycylglycine Dipeptide

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Abstract

The cyclization of glycylglycine dipeptide in the solid state under heating to form 2,5-diketopiperazine was studied, and its temperature range was determined. The possibility of using of the approaches of isoconversion kinetics to determine the kinetic parameters of the reaction, including the activation energy and the Arrhenius constant, is demonstrated. The kinetics of the solid-state cyclization of glycylglycine is best fit by the rate equation for an autocatalytic reaction. The self-assembly of glycylglycine and cyclo(glycylglycyl) from a solution in hexafluoroisopropanol on the surface of highly oriented pyrolytic graphite was studied by atomic force microscopy.

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Funding

The work was supported by the Priority-2030 strategic academic leadership program, Kazan (Volga Region) Federal University.

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Authors and Affiliations

  1. Kazan (Volga region) Federal University, Butlerov Institute of Chemistry, 420008, Kazan, Russia

    R. A. Larionov, Sh. R. Akhmetshin, A. V. Gerasimov, Kh. R. Khayarov, V. V. Gorbatchuk & M. A. Ziganshin

  2. Zavoisky Physical Technical Institute, Kazan Research Center, Russian Academy of Sciences, 420029, Kazan, Russia

    A. S. Morozova & S. A. Ziganshina

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  1. R. A. Larionov
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  2. Sh. R. Akhmetshin
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Correspondence to R. A. Larionov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 8, pp. 787–795 https://doi.org/10.31857/S051474922208002X.

In memory of Academician A.I. Konovalov

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Larionov, R.A., Akhmetshin, S.R., Gerasimov, A.V. et al. Kinetics of the Solid-State Cyclization of Glycylglycine Dipeptide. Russ J Org Chem 58, 1076–1083 (2022). https://doi.org/10.1134/S1070428022080024

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