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Carcinolytic peptides

Communication 11. Dipeptides of L-histidine bearing a p-di-(2-chloroethyl)amino group
  • M. I. Dagene
  • L. P. Rasteikene
  • O. V. Kil'disheva
  • I. L. Knunyants
Organic and Biological Chemistry
  • 24 Downloads

Conclusions

  1. 1.

    Four optically-active dipeptides of L-histidine containing di-(2-chloroethyl)amino groups have been synthesized: the methyl esters of p-di-(2-chloroethyl)aminophenylacetyl-L-histidyl-L-leucine, of p-di-(2-chloroethyl)aminophenylacetyl-L-leucyl-L-histidine, of p-di-(2-chloroethyl)aminophenylacetyl-L-histidyl-L-histidine, and of p-di-(2-chloroethyl)aminophenylacetyl-L-histidyl-L-methionine.

     
  2. 2.

    The methyl esters of the dipeptide p-di-(2-chloroethyl)aminophenylacetyl-L-histidyl-L-leucine synthesized by the azide method and by the p-nitrophenyl ester method had the same angles of optical rotation as the same dipeptide obtained by using the 1,3-dicyclohexylcarbodiimide method alone.

     
  3. 3.

    The condensations of p-di-(2-chloroethyl)aminophenylacetyl-L-histidine with the methyl esters of L-leucine, L-histidine, and L-methionine with the aid of 1,3-dicyclohexylcarbodiimide were carried out in dimethyl sulfoxide with no protection of the imidazole ring of the histidine.

     

Keywords

Peptide Ester Methyl Ester Dimethyl Imidazole 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    I. L. Knunyants, N. E. Golubeva, and O. V. Kil'disheva, Uspekhi Sovr. Biologii,50, No. 2(5), 167 (1960).Google Scholar
  2. 2.
    P'an Ch'i-ts'ao, Voprosy Onkologii,6, No. 10, 59 (1960).Google Scholar
  3. 3.
    N. C. Davis, J. Biol. Chem.,223, 935 (1956).PubMedGoogle Scholar
  4. 4.
    M. Brenner and W. Huber, Helv. Chim. Acta,36, 1109 (1953).Google Scholar
  5. 5.
    W. Y. Humphlett and C. V. Wilson, J. Org. Chem.,26, 2510 (1961).Google Scholar
  6. 6.
    M. Brenner and R. W. Pfister, Helv. Chim. Acta,34, 2085 (1951).Google Scholar
  7. 7.
    M. I. Dagene, L. P. Rasteikene, O. V. Kil'disheva, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim.,1969, 1822.Google Scholar
  8. 8.
    R. W. Holley and E. Sondheimer, J. Amer. Chem. Soc.,76, 1326 (1954).Google Scholar
  9. 9.
    C. D. Hurd and C. W. Bennett, J. Amer. Chem. Soc.,51, 265 (1929).Google Scholar
  10. 10.
    F. Schneider, Z. Physiol. Chem.,320, 82 (1960).Google Scholar
  11. 11.
    D. A. Dzhyuvene and Yu. A. Degutis, Subjects of the 10th Scientific Meeting of the Scientific-Research Institute for Oncology of the Lithuanian SSR [in Russian], Vilnius (1967), p. 27.Google Scholar
  12. 12.
    M. Fling, H. Wax, and C. W. Pettinga, J. Amer. Chem. Soc.,72, 1862 (1950).Google Scholar
  13. 13.
    H. A. Florsheim, S. Makineni, and S. Shankman, Arch. Biochem. Biophys.,97, 243 (1962).PubMedGoogle Scholar

Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • M. I. Dagene
    • 1
    • 2
  • L. P. Rasteikene
    • 1
    • 2
  • O. V. Kil'disheva
    • 1
    • 2
  • I. L. Knunyants
    • 1
    • 2
  1. 1.Institute of BiochemistryAcademy of Sciences of the Lithuanian SSSRUSSR
  2. 2.Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRUSSR

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