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Synthesis and Study of Properties of Phosphinic Pseudo-Prolylglycylproline

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Abstract

Racemic phosphinic tripeptide 1 pyrrolidin-2-yl-{3-[(2-hydroxycarbonyl)-pyrrolidin-1-yl]-3-oxo-propyl}-phosphinic acid has been synthesized, its high resistance toward leucine aminopeptidase, carboxypeptidase Y, and the enzyme system of rat brain membranes has been shown. In vitro experiments with using Semax synthetic peptide have shown that the effect of tripeptide 1 on the hydrolysis rate of Semax in the case of leucine aminopeptidase and carboxypeptidase Y is minimal. In experiments using the enzyme system of rat brain membranes, the decrease of the rate of Semax hydrolysis has been more evident.

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Funding

This work was performed under support by the State assignment no. АААА-А19-119022590101-1 (“Study of structure and function of natural peptides for designing new drugs, structure optimization of candidate peptides, development of synthesis schemes, including preparation of deuterium and tritium labeled physiologically active compounds”), a part of the study was accomplished in the framework of the State assignment no. 0090-2019-0008 of 2019 for the Institute of Physiologically Active Substances, RAS, the synthetic research was supported by the Russian Foundation for Basic Research (projects nos. 18-03-00959 and 18-03-01123).

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Authors and Affiliations

  1. Institute of Molecular Genetics, Russian Academy of Sciences, 123182, Moscow, Russia

    K. V. Shevchenko, V. P. Shevchenko, I. Yu. Nagaev &  N. F. Myasoedov

  2. Institute of Physiologically Active Substances, Russian Academy of Sciences, 142432, Chernogolovka, Moscow oblast, Russia

    M. E. Dmitriev, A. V. Vinyukov, I. P. Kalashnikova & V. V. Ragulin

Authors
  1. K. V. Shevchenko
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  2. M. E. Dmitriev
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  3. A. V. Vinyukov
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  4. V. P. Shevchenko
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  5. I. P. Kalashnikova
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  6. I. Yu. Nagaev
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  7. V. V. Ragulin
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  8. N. F. Myasoedov
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Corresponding author

Correspondence to K. V. Shevchenko.

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All applicable international, national, and/or institutional guidelines for the care and use of animals were followed.

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Translated by I. Kudryavtsev

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Shevchenko, K.V., Dmitriev, M.E., Vinyukov, A.V. et al. Synthesis and Study of Properties of Phosphinic Pseudo-Prolylglycylproline. Dokl Chem 498, 93–96 (2021). https://doi.org/10.1134/S001250082102004X

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  • DOI: https://doi.org/10.1134/S001250082102004X

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