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Preparation of N-[(purin-6-ylthio) acetyl] peptides

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

Summary

  1. 1.

    By the reactions of purine-6-thiol with N-(chloroacetyl) dipeptide esters we obtained the ethyl esters of N-[(purin-6-ylthio)acetyl]-alanylglycine, -valylglycine, -3-phenyl-/β-alanylglycine, 3-phenyl-β-alanylalanine, and -valylalanine and also the free acids of 3-phenyl-N-[(purin-6-ylthio)acetyl]-β-alanylalanine and 3-phenyl-N-[(purin-6-ylthio)acetyl]-β-alanylalanine. A convenient method is described for the introduction of a short peptide into the molecule of the antimetabolite purine-6-thiol.

  2. 2.

    Depending on the reaction conditions it is possible to prepare both the peptide esters and the peptides themselves without the further stage of hydrolysis of the ester.

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Literature cited

  1. E. D. Kaverzneva, V. K. Zvorykina, and V. V. Kiseleva, Izv. AN SSSR. Ser. khim.1966, 1199.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    E. D. Kaverzneva, V. K. Zvorykina, V. V. Kiseleva & T. A. Gorokhova

Authors
  1. E. D. Kaverzneva
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  2. V. K. Zvorykina
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  3. V. V. Kiseleva
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  4. T. A. Gorokhova
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Additional information

Deceased.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2148–2152, December, 1966.

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Kaverzneva, E.D., Zvorykina, V.K., Kiseleva, V.V. et al. Preparation of N-[(purin-6-ylthio) acetyl] peptides. Russ Chem Bull 15, 2079–2082 (1966). https://doi.org/10.1007/BF00867703

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  • DOI: https://doi.org/10.1007/BF00867703

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