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Protection of the carboxy group in the form of the 2-cyanoethyl ester in synthesis of peptides


With the aim of studying the suitability of the 2-cyano group for the protection of carboxylic functions in peptide synthesis, we have obtained the 2-cyanoethyl esters of a number of amino acids and have studied their behavior under the conditions of peptide synthesis. The synthesis of the pentapeptide leucine-enkaphalin has been performed with the use of 2-cyanoethyl protection for C-terminal carboxy groups throughout. The physicochemical characteristics of the compounds synthesized are given.

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Literature cited

  1. 1.

    G. M. Tener, J. Am. Chem. Soc.,83, No. 1, 159 (1961).

  2. 2.

    K. A. Sood and S. A. Narang, Nucleic Acids Res.,4, No. 8, 2757 (1977).

  3. 3.

    P. M. Hardy. H. N. Rydon, and R. C. Thompson, Tetrahedron Lett., No. 21, 2525 (1968).

  4. 4.

    A. W. Miller and R. J. M. Stirling, J. Chem. Soc. (C), No. 21, 2612 (1968).

  5. 5.

    V. V. Samukov, V. V. Kalashnikov, V. I. Ofitserov, and A. F. Shval'e, Bioog. Khim.,11, No. 8, 1037 (1985).

  6. 6.

    S. I. Belikov, Yu. A. Gorbunov, and S. G. Popov, USSR Inventors' Certificate 809866 (1979); Byul. Izobret. No. 12, 15 (1982).

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Additional information

All-Union Scientific-Research Institute of Molecular Biology Kol'tsovo, Novosibirsk oblast Vector Scientific Industrial Association of the USSR Minmedbioprom, Novosibirsk. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 412–416, May–June, 1988.

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Kalashnikov, V.V., Samukov, V.V. Protection of the carboxy group in the form of the 2-cyanoethyl ester in synthesis of peptides. Chem Nat Compd 24, 351–354 (1988).

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  • Peptide
  • Ester
  • Organic Chemistry
  • Carboxy
  • Physicochemical Characteristic