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Peptide Derivatives of Some Physiologically Active Substances

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Abstract

The synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, and Boc-Gly-Pro-Srt and their deuterated analogues was carried out. The condensation is accompanied by side reactions, which could be minimized by optimizing the reaction conditions. The most versatile approach to the synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, and Boc-Gly-Pro-Srt and their deuterated analogues is condensation of Boc-Gly-Pro or Boc-Gly-[2H]Pro with the amino groups of dopamine, serotonin, and doxorubicin. For the introduction of hydrogen isotopes into ΔPro, hydrogenation of its aqueous solution followed by condensation of the reduced proline with Boc-GlyOSu is recommended. Mass spectrometry was used to determine the content of isotopomers in the deuterated products.

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Funding

This work was partially supported by the Basic Research Program of the Presidium of the RAS “Basic Research for Biomedical Technologies.”

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Authors and Affiliations

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

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

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

Correspondence to V. P. Shevchenko.

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Translated by Z. Svitanko

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Shevchenko, V.P., Andreeva, L.A., Nagaev, I.Y. et al. Peptide Derivatives of Some Physiologically Active Substances. Dokl Chem 487, 173–176 (2019). https://doi.org/10.1134/S0012500819070048

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  • DOI: https://doi.org/10.1134/S0012500819070048

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