Chemistry of Natural Compounds

, Volume 9, Issue 6, pp 745–751 | Cite as

Spectra in the middle and far ir regions of cyclic peptide compounds with a cis amide group

  • V. M. Tul'chinskii
  • A. I. Miroshnikov
  • P. V. Kostetskii
  • G. A. Kogan
Article
  • 51 Downloads

Summary

1. The results of an analysis of the spectra of cyclic peptides in the middle and far IR regions have enabled the characteristic vibrations of the cis configuration of the amide group to be distinguished.

2. A difference has been found in the IR spectra of planar and nonplanar piperazinedione rings.

3. The frequency of the stretching vibration of the hydrogen bond in cyclic peptides has been determined and its characteristic nature has been shown.

Keywords

Cyclic Peptide Deformation Vibration Normal Vibration Nonplanar Vibration Nonplanar Deformation 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    T. Miyazawa, T. Shimanouchi, and S. Mizuchima, J. Chem. Phys.,29, 611 (1958).CrossRefGoogle Scholar
  2. 2.
    J. Jakes and B. Schneider, Coll. Czech. Chem. Commun.,33, 643 (1968).CrossRefGoogle Scholar
  3. 3.
    Y. Koyama and T. Shimanouchi, Biopolymers,6, 1037 (1968).CrossRefGoogle Scholar
  4. 4.
    G. A. Kogan, V. M. Tul'chinskii, P. V. Kostetskii, and A. I. Miroshnikov, Molekul. Biol.,5, No. 6, 922 (1971).Google Scholar
  5. 5.
    V. M. Tul'chinskii, G. A. Kogan, and A. I. Miroshnikov, Khim. Prirodn. Soedin., 353 (1972).Google Scholar
  6. 6.
    G. A. Kogan, V. M. Tul'chinskii, V. V. Shilin, and V. T. Ivanov, Khim. Prirodn. Soedin., 361 (1972).Google Scholar
  7. 7.
    T. Uno, K. Machida, and Y. Saito, Spectrochim. Acta, 27A, 833 (1971).CrossRefGoogle Scholar
  8. 8.
    Y. Kuroda, Y. Saito, K. Machida, and T. Uno, Spectrochim. Acta, 27A, 1481 (1971).CrossRefGoogle Scholar
  9. 9.
    A. Warshel, M. Levitt, and S. Lifson, J. Mol. Spectr.,33, 84 (1970).CrossRefGoogle Scholar
  10. 10.
    T. Miyazawa, J. Mol. Spectr.,4, 155 (1960).CrossRefGoogle Scholar
  11. 11.
    K. Fukushima, Y. Ideguchi, and T. Miyazawa, Bull. Chem. Soc. Japan,37, 349 (1964).CrossRefGoogle Scholar
  12. 12.
    S. Karplus and S. Lifson, Biopolymers,10, 1973 (1971).CrossRefGoogle Scholar
  13. 13.
    R. Chamdrasekaran, Proc. Indian Acad. Sci., A,68, 13 (1968).Google Scholar
  14. 14.
    R. B. Corey, J. Amer. Chem. Soc.,60, 1538 (1938).CrossRefGoogle Scholar
  15. 15.
    E. Benedetti, P. Corradini, and C. Pedone, J. Phys. Chem.,73, 2891 (1969).CrossRefGoogle Scholar
  16. 16.
    E. Sletten, J. Amer. Chem. Soc.,92, 172 (1970).CrossRefGoogle Scholar
  17. 17.
    Webb and Chi-Fan Lin, J. Amer. Chem. Soc.,92, 3818 (1971).CrossRefGoogle Scholar
  18. 18.
    I. L. Karle, J. Amer. Chem. Soc.,94, 81 (1972).CrossRefGoogle Scholar
  19. 19.
    E. Benedetti, P. Corradini, and C. Pedone, Biopolymers,10, 221 (1971).CrossRefGoogle Scholar
  20. 20.
    L. Bellamy, Infrared Spectra of Complex Molecules, 1st ed., Methuen, London (1954).Google Scholar
  21. 21.
    Y. Koyama, T. Shimanouchi, M. Sato, and T. Tatsuno, Biopolymers,10, 1059 (1971).CrossRefGoogle Scholar
  22. 22.
    G. L. Carlson, R. E. Witkowski, and W. G. Fateley, Spectrochim. Acta,22, 1117 (1966).CrossRefGoogle Scholar
  23. 23.
    A. Witkowski, J. Chem. Phys.,52, 4403 (1970).CrossRefGoogle Scholar
  24. 24.
    K. Hirota and Y. Nakai, Bull. Chem. Soc. Japan,32, 769 (1959).CrossRefGoogle Scholar
  25. 25.
    G. L. Carlson, R. E. Witkowski, and W. G. Fateley, Spectrochim. Acta,22, 1117 (1966).CrossRefGoogle Scholar
  26. 26.
    A. E. Stanevich, Opt. i Spektroskopiya,16, No. 3, 446 (1964).Google Scholar
  27. 27.
    A. E. Stanevich, Opt. i Spektroskopiya,16, No. 6, 998 (1964).Google Scholar
  28. 28.
    B. K. Vainshtein, Zh. Fiz. Khim.,29, 327 (1955).Google Scholar
  29. 29.
    E. R. Lippincott and R. Schroeder, J. Chem. Phys.,23, 1099 (1956).CrossRefGoogle Scholar
  30. 30.
    R. Schroeder and E. R. Lippincott, J. Phys. Chem.,61, 92 (1957).CrossRefGoogle Scholar
  31. 31.
    J. Leviel and Y. Marechal, J. Chem. Phys.,54, 1104 (1971).CrossRefGoogle Scholar
  32. 32.
    C. Perchard and A. Novak, J. Chem. Phys.,48, 3079 (1968).CrossRefGoogle Scholar
  33. 33.
    L. Colombo, K. Furic, and D. Kirin, J. Mol. Spectr.,39, 217 (1971).CrossRefGoogle Scholar
  34. 34.
    T. Schimanouchi and I. Harada, J. Chem. Phys.,41, 2651 (1964).CrossRefGoogle Scholar
  35. 35.
    D. E. Nitecki, B. Halpern, and J. W. Westley, J. Org. Chem.,33, 864 (1968).CrossRefGoogle Scholar
  36. 36.
    K. Blaha, J. Smolikova, and A. Vitek, Coll.,31, 4296 (1966).Google Scholar
  37. 37.
    A. S. Khokhlov and G. B. Lokshin, Tetrahedron Lett., 1881 (1963).Google Scholar
  38. 38.
    E. M. Popov, V. Z. Pletnev, S. L. Portnova, V. T. Ivanov, and P. V. Kostetskii, Zh. Obshch. Khim.,41, 420 (1970).Google Scholar
  39. 39.
    C. L. Aktin and J. B. Neilands, Biochem.,7, 3734 (1968).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • V. M. Tul'chinskii
  • A. I. Miroshnikov
  • P. V. Kostetskii
  • G. A. Kogan

There are no affiliations available

Personalised recommendations