Peptide derivatives of some physiologically active substances

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Abstract


The synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, Boc-Gly-Pro-Srt and their deuterated analogs was carried out. It was shown that these condensations proceed with side reactions, which could be minimized by optimizing the conditions for the synthesis. The most universal approach to the synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, Boc-Gly-Pro-Srt and their deuterated analogs is condensation of Boc-Gly-Pro or Boc-Gly-[2H]Pro with amino groups of dopamine, serotonin and doxorubicin. It was found that for the introduction of hydrogen isotopes in ΔPro, it is advisable to hydrogenate its aqueous solution, followed by condensation of the reduced proline with Boc-GlyOSu. Mass spectrometry was used to determine the content of isotopomers in deuterated products.


About the authors

V. P. Shevchenko

Institute of Molecular Genetics of the Russian Academy of Sciences

Email: nagaev@img.ras.ru

Russian Federation, 2, Kurchatov square, Moscow, 123182

L. A. Andreeva

Institute of Molecular Genetics of the Russian Academy of Sciences

Email: nagaev@img.ras.ru

Russian Federation, 2, Kurchatov square, Moscow, 123182

I. Yu. Nagaev

Institute of Molecular Genetics of the Russian Academy of Sciences

Author for correspondence.
Email: nagaev@img.ras.ru

Russian Federation, 2, Kurchatov square, Moscow, 123182

N. F. Myasoedov

Institute of Molecular Genetics of the Russian Academy of Sciences

Email: nagaev@img.ras.ru

Russian Federation, 2, Kurchatov square, Moscow, 123182

Academician of the Russian Academy of Sciences

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