Skip to main content
Log in

Aminoacyl derivatives of nucleosides, nucleotides, and polynucleotides Communication 12. Synthesis of 3′(2′)-O-L-aminoacylnucleotides without prior protection of the amino group

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    A new one-step method was developed for the synthesis of 3′(2′)-O-aminoacylnucleotides by the reaction of protonated amino acids with nucleoside 5′-phosphates in the presence of N,N-carbonyldiimidazole.

  2. 2.

    It was shown that racemization is absent during the formation of the imidazolides of N-protonated amino acids and the condensation of the latter with nucleotides in aqueous medium.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. B. P. Gottikh, A. A. Kraevskii, P. P. Purygin, T. L. Tsilevich, Z. S. Belova, and L. N. Rudzite, Izv. Akad. Nauk SSSR, Ser. Khim., 2571 (1967).

  2. A. A. Kraevskii, P. P. Purygin, L. N. Rudzite, Z. S. Belova, and B. P. Gottikh, Izv. Akad. Nauk SSSR, Ser. Khim., 378 (1968).

  3. T. Wieland, F. Jaenicke, H. Merz, and M. Ossoria, Ann. Chem.,613, 95 (1958); T. Wieland, H. Merz, and G. Pfleider, Chem. Ber.,93, 1816 (1960).

    Google Scholar 

  4. A. A. Kraevskii, P. P. Purygin, N. B. Tarusova, and B. P. Gottikh, Izv. Akad. Nauk SSSR, Ser. Khim., 2769 (1970).

  5. A. A. Kraevskii, P. P. Purygin, and B. P. Gottikh, Izv. Akad. Nauk SSSR, Ser. Khim., 2028 (1971).

  6. Yu. M. Torchinskii, Biokhimiya,31, 1046 (1966).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2529–2535, November, 1971.

The authors express their deep gratitude to V. I. Ivanov for taking the circular dichroism spectra and participating in a discussion of the results.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gottikh, B.P., Kraevskii, A.A. & Purygin, P.P. Aminoacyl derivatives of nucleosides, nucleotides, and polynucleotides Communication 12. Synthesis of 3′(2′)-O-L-aminoacylnucleotides without prior protection of the amino group. Russ Chem Bull 20, 2396–2401 (1971). https://doi.org/10.1007/BF00854321

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00854321

Keywords

Navigation