Chemistry of Natural Compounds

, Volume 15, Issue 2, pp 176–179 | Cite as

Bromine derivatives of ribonucleoside 3′:5′-cyclophosphates

  • N. F. Myasoedov
  • B. V. Petrenik
  • G. V. Sidorov
  • A. F. Usatyi
Article
  • 23 Downloads

Summary

Bromine-substituted purine and pyrimidine ribonucleoside 3′:5′-cyclophosphates have been synthesized. Rf values and coefficients of millimolar extinction have been determined, and UV absorption and circular dichroism spectra have been recorded. It has been concluded that 8-bromine-substituted purine ribonucleoside 3′:5′-cyclophosphates have in solution a conformation close to the syn form, and 5-bromine-substituted pyrimidine ribonucleoside 3′:5′-cyclophosphates have the anti conformation over a wide pH range and in methanol.

Keywords

Methanol Organic Chemistry Pyrimidine Purine Circular Dichroism 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    G. K. Barker, M. E. Hall, and K. J. Moss, Biochem. Biophys. Acta,46, 203 (1961).Google Scholar
  2. 2.
    E. Fries, in: Molecular Genetics, W. E. Cohn and J. N. Davidson (editors), Academic Press.Google Scholar
  3. 3.
    P. F. Torrence, E. De Clercq, I. Decamp, Guan-Fu Huang, and B. Witkop, in: Advances and Prospects in the Development of Bioorganic Chemistry and Molecular Biology [in Russian], Moscow (1978), pp. 61–87.Google Scholar
  4. 4.
    J. Filip and L. Bonacek, Radioisotopy,12, 949 (1971); J. Filip, Radioisotopy,1, 203 (1970); V. M. Vdovenko et al., Radiokhimiya,14, 457 (1972).Google Scholar
  5. 5.
    K. S. Mikhailov, N. S. Marchenko, V. L. Chichikina, V. A. Orlova, and N. F. Myasoedov, Khim. Prir. Soedin., 522 (1976); N. S. Marchenkov, K. S. Mikhailov, V. A. Orlova, and N. F. Myasoedov, Khim. Prir. Soedin., 525 (1976).Google Scholar
  6. 6.
    R. H. Symons, Biochem. Biophys. Acta, 320, 535 (1973).Google Scholar
  7. 7.
    G. M. Tener, H. G. Khorana, R. Markham, and E. H. Pol, J. Am. Chem. Soc.,80, 6223 (1958).Google Scholar
  8. 8.
    M. Smith, G. J. Drummond, and H. G. Khorana, J. Am. Chem., Soc.,83, 698 (1961).Google Scholar
  9. 9.
    G. T. Rogers and T. L. V. Ulbricht, Biochem. Biophys. Res. Commun.,39, No. 3, 419 (1970).Google Scholar
  10. 10.
    G. T. Rogers and T. L. V. Ulbricht, Biochem. Biophys. Res. Commun.,39, No. 3, 414 (1970).Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • N. F. Myasoedov
  • B. V. Petrenik
  • G. V. Sidorov
  • A. F. Usatyi

There are no affiliations available

Personalised recommendations