Conclusions
-
1.
The autoassociation of 6,9-dimethyladenine and 1-methyl-4-methylamino-pyrazolo[3,4-d]pyrimidine and their heteroassociation with methyl derivatives of cytosine and uracil were investigated in aqueous solutions by the NMR method.
-
2.
Association leads to the formation of complexes with a stacked-type structure, with an arbitrary number of molecules. The thermodynamic parameters of the association were calculated.
-
3.
Correlations were detected between the equilibrium constants for association and polarizability of the component. The tautomeric and isomeric conversions of nitrogen bases cause appreciable changes in the thermodynamic parameters of their interaction.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
Molecular Associations in Biology, B. Pullman (editor), Academic Press, Paris (1968).
P. O. P. Ts'o, J. S. Melvin, and A. C. Olson, J. Amer. Chem. Soc.,85, 1289 (1963).
S. I. Chan, M. P. Schweizer, P. O. P. Ts'o, and G. K. Helmkamp, J. Amer. Chem. Soc.,86, 4182 (1964).
D. Amesly, D. Finney, and L. Sutcliff, High-Resolution NMR Spectroscopy [Russian translation], Mir (1968).
O. Jardetzky, Bipolymers Symposia, No. 1, 501 (1964).
R. K. Robins and H. H. Lin, J. Amer. Chem. Soc.,79, 490 (1957).
E. C. Taylor and P. K. Loeffler, J. Amer. Chem. Soc.,82, 3147 (1960).
G. W. Kenner, C. B. Reese, and A. R. Todd, J. Chem. Soc., 855 (1955).
D. Davidson and O. Baudish, J. Amer. Chem. Soc.,48, 2379 (1926).
G. E. Hilbert and T. B. Johnson, J. Amer. Chem. Soc.,52, 2001 (1930).
N. S. Bhacca, L. F. Johnson, and J. N. Shoolery, NMR Spectra Catalog, Varian Ass., New York, Vol. 2, No. 399 (1962), p. 461.
S. Matsuura and T. Goto, Tetrahedron Letters, 1499 (1963).
M. P. Schweizer, S. I. Chan, and P. O. P. Ts'o, J. Amer. Chem. Soc.,87, 5241 (1965).
C. Giessner-Prettre and B. Pullman, Compt. Rend.,261, 2521 (1965).
A. D. Broom, M. P. Schweizer, and P. O. P. Ts'o, J. Amer. Chem. Soc.,89, 3612 (1967).
V. I. Antonovskii, A. S. Gukovskaya, B. I. Sukhorukov, and I. I. Chervin, Zh. Fiz. Khim.,46, 2910 (1972).
G. K. Helmkamp and N. S. Kondo, Biochim. et Biophys. Acta,145, 27 (1967).
R. F. Steiner, Biochim. et Biophys. Acta,247, 22 (1971).
N. Nakano and S. Igrashi, Biochemistry,9, 577 (1970).
B. Pullman, J. Chem. Phys.,43, 233 (1965).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1040–1048, May, 1973.
Rights and permissions
About this article
Cite this article
Antopovskii, V.L., Gukovskaya, A.S., Nekrasova, G.V. et al. Investigation of the intermolecular interaction of nitrogen heterocycles of the purine and pyrimidine groups in aqueous solutions by the NMR method. Russ Chem Bull 22, 1001–1007 (1973). https://doi.org/10.1007/BF00854238
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00854238