Quantum-chemical study of the properties of the peptide bond in protonated formamide

  • G. V. Tsintsadze
  • G. M. Zhidomirov
  • É. A. Kvezereli
  • A. G. Pel'menshchikov
  • N. U. Zhanpiisov
  • M. A. Meladze
Brief Communications
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Conclusions

  1. 1.

    Quantum-chemical calculations have shown that the coordination of a proton at the oxygen atom is favored by 96 kM/mole relative to coordination at the nitrogen atom.

     
  2. 2.

    Proton coordination at the formamide oxygen atom leads to a significant increase in theπ-bond order and barrier to internal rotation about the peptide bond.

     
  3. 3.

    Structural strain in the polypeptide chain may make coordination of an electron-withdrawing agent at the nitrogen atom of a peptide bond energetically favored, which would lead to an increase in the flexibility of the polypeptide chain.

     

Keywords

Oxygen Nitrogen Peptide Oxygen Atom Polypeptide 
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.
    S. L. Davydova, in: Metal Ions in Biological Systems, H. Sigel (ed.), Marcel Dekker.Google Scholar
  2. 2.
    A. J. Duben and S. Miertus, Theor. Chim. Acta,60, 327 (1981).Google Scholar
  3. 3.
    R. F. Nalewajski, J. Am. Chem. Soc.,100, 41 (1978).Google Scholar
  4. 4.
    G. Fogarasi, P. Pulay, and F. Torok, J. Mol. Struct.,57, 259 (1979).Google Scholar
  5. 5.
    J. O. Williams, C. Van Alsenoy, and L. Schafer, J. Mol. Struct. Theor. Chem.,76, 171 (1981).Google Scholar
  6. 6.
    A. J. Duben and S. Miertus, Chem. Phys. Lett.,88, 395 (1981).Google Scholar
  7. 7.
    R. C. Bindham, U. J. S. Dewar, and D. H. Lo, J. Am. Chem. Soc.,97, 1285 (1975).Google Scholar
  8. 8.
    R. Fletcher and M. J. D. Powell, Comput. J.,6, 163 (1963).Google Scholar
  9. 9.
    W. C. Davidon, Comput. J.,10, 406 (1968).Google Scholar
  10. 10.
    R. B. Martin and J. H. Mariam, in: Metal Ions in Biological Systems, H. Sigel (ed.), Marcel Dekker.Google Scholar
  11. 11.
    F. Gideon and F. Cafiero, J. Am. Chem. Soc.,82, 4478 (1960).Google Scholar
  12. 12.
    N. A. Parpiev, G. V. Tsintsadze, Yu. A. Kharitonov, O. F. Khodzhaev, and A. Yu. Tsivadze, Metal Coordination Compounds with Formamide [in Russian], Fan, Tashkent (1980).Google Scholar

Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • G. V. Tsintsadze
    • 1
    • 2
  • G. M. Zhidomirov
    • 1
    • 2
  • É. A. Kvezereli
    • 1
    • 2
  • A. G. Pel'menshchikov
    • 1
    • 2
  • N. U. Zhanpiisov
    • 1
    • 2
  • M. A. Meladze
    • 1
    • 2
  1. 1.V. I. Lenin Georgian Poly technical InstituteUSSR
  2. 2.Institute of CatalysisAcademyof Sciences of the USSRNovosibirsk

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