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

Abstract

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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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). https://doi.org/10.1007/BF00598586

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Keywords

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