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The Study of Stability of Proline-Containing Derivatives of Dopamine and Serotonin in the Biological Media in Vitro Experiments

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Abstract—

The peptides Boc-Gly-Pro-DP, Z-Gly-Pro-DP, LA-Gly-Pro-DP, Boc-Gly-Pro-Srt, Z-Gly-Pro-Srt have been synthesized for the first time. The study of their stability in the presence of leucine aminopeptidase, carboxypeptidase Y, carboxypeptidase B, and proline endopeptidase (PEP) has shown that the synthesized peptides are stable in the presence of aminopeptidases and carboxypeptidases. In the presence of PEP, dopamine (DP) and serotonin (Srt) have been cleaved from these substances. Thus, the originally synthesized proline derivatives of Srt and DP may be considered as the resources, from which Srt and DP can be gradually released. This creates the possibility of a prolonged action of these biologically active compounds on cells and, consequently, on the whole body.

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Funding

The work was partially supported by the Program of the Basic Research of the Presidium of the Russian Academy of Sciences “Innovative Developments in Biomedicine” and “Postgenomic Technologies and Promising Solutions in Biomedicine.”

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Authors and Affiliations

  1. Institute of Molecular Genetics of the Russian Academy of Sciences, pl. Kurchatova 2, 123182, Moscow, Russia

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

Authors
  1. K. V. Shevchenko
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  2. L. A. Andreeva
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  3. I. Yu. Nagaev
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  4. V. P. Shevchenko
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  5. N. F. Myasoedov
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Corresponding author

Correspondence to K. V. Shevchenko.

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COMPLIANCE WITH ETHICAL STANDARDS

All animal experiments were carried out in accordance with the International Recommendations of the “European Convention for the Protection of Vertebrate Animals Used for Experiments or for Other Scientific Purposes” (The European Convention, 1986).

CONFLICT OF INTEREST

The authors declare that they have no conflict of interest

Additional information

Translated by A. Medvedev

Abbreviations used: AcOH—acetic acid; Boc—tert-butoxycarbonyl group; Bzl—benzyl group; DCCD—N, N-dicyclohexylcarbodiimide; DMF—dimethylformamide; DMSO—dimethyl sulfoxide; DP—dopamine; Et3N—triethylamine; HPLC—high performance liquid chromatography; LA—lauric acid; MeOH— methanol; PEP—proline endopeptidase; Srt—serotonin; Su—N-oxysuccinimide; TFA—trifluoroacetic acid; Z—benzyloxycarbonyl group.

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Shevchenko, K.V., Andreeva, L.A., Nagaev, I.Y. et al. The Study of Stability of Proline-Containing Derivatives of Dopamine and Serotonin in the Biological Media in Vitro Experiments. Biochem. Moscow Suppl. Ser. B 14, 150–158 (2020). https://doi.org/10.1134/S1990750820020110

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