Abstract
The self-association of nucleosides decreases within the series adenosine>guanosine>inosine>cytidine ≈uridine. The same trend is observed for the corresponding nucleotides, though less pronounced, as the charge effect governs series like adenosine ≫ AMP2−>ADP3−≳ATP4−. Protonation of adenosine considerably reduces its self-stacking tendency: this is different with ATP4−, where a maximum is reached for H2(ATP)2− caused by additional ionic interactions in the [H2(ATP)]2 4− dimer. Metal ion coordination may promote self-association, e.g., of ATP4− via (mainly) charge neutralization (Mg2+) and the formation of intermolecular bridges in dimeric stacks (Zn2+, Cd2+). These results allow definition of conditions with negligible self-association and thus the determination of the stability and structure of monomeric nucleotide complexes in aqueous solution, e.g., quantification of macrochelate formation in M(ATP)2− complexes. Some biological implications of the results are indicated.
Similar content being viewed by others
References
H. Winkler and S. W. Carmichael, inThe Secretory Granule, A. M. Poisner and J. M. Trifaró, eds., Elsevier, Amsterdam, New York, and Oxford, 1982, pp. 3–79.
P. R. Mitchell and H. Sigel,Eur. J. Biochem. 88, 149 (1978).
K. H. Scheller, F. Hofstetter, P. R. Mitchell, B. Prijs, and H. Sigel,J. Am. Chem. Soc. 103, 247 (1981).
R. Bretz, A. Lustig, and G. Schwarz,Biophys. Chem. 1, 237 (1974).
K. J. Neurohr and H. H. Mantsch,Can. J. Chem. 57, 1986 (1979).
D. M. Cheng, L. S. Kan, P. O. P. Ts’o, C. Giessner-Prettre, and B. Pullman,J. Am. Chem. Soc. 102, 525 (1980).
K. H. Scheller and H. Sigel,J. Am. Chem. Soc. 105, 5891 (1983).
P. R. Mitchell,J. Chem. Soc. Dalton Trans., 1079 (1980).
J.-L. Dimicoli and C. Hélène,J. Am. Chem. Soc. 95, 1036 (1973).
R. Tribolet and H. Sigel,Eur. J. Biochem. 170, 617 (1988).
F. Garland and S. D. Christian,J. Phys. Chem. 79, 1247 (1975).
R. Tribolet and H. Sigel,Biophys. Chem. 27, 119 (1987).
R. Tribolet, and H. Sigel,Eur. J. Biochem. 163, 353 (1987).
H. Sigel, B. E. Fischer, and E. Farkas,Inorg. Chem. 22, 925 (1983).
H. Sigel,Chimia 41, 11 (1987).
M. P. Williamson and D. H. Williams,Eur. J. Biochem. 138, 345 (1984).
H. Sigel and D. B. McCormick,Acc. Chem. Res. 3, 201 (1970).
R. Tribolet, R. Malini-Balakrishnan, and H. Sigel,J. Chem. Soc. Dalton Trans., 2291 (1985).
H. Sigel, R. B. Martin, R. Tribolet, U. K. Häring, and R. Malini-Balakrishnan,Eur. J. Biochem. 152, 187 (1985).
H. Sigel, R. Malini-Balakrishnan, and U. K. Häring,J. Am. Chem. Soc. 107, 5137 (1985).
G. Liang, R. Tribolet, and H. Sigel,Inorg. Chem. 27, 2877 (1988).
H. Sigel, K. H. Scheller, V. Scheller-Krattiger, and B. Prijs,J. Am. Chem. Soc. 108, 4171 (1986).
H. Sigel, S. S. Massoud, and R. Tribolet,J. Am. Chem. Soc. 110, 6857 (1988).
S. S. Massoud and H. Sigel,Bull. Chem. Soc. Ethiopia 2, 9 (1988).
H. Sigel, inMetal-Nucleic Acid Chemistry, T. D. Tullius, ed., ACS Symposium Series, Washington, 1989, in press.
H. Sigel,Eur. J. Biochem. 165, 65 (1987).
J. K. Barton,Comments Inorg. Chem. 3, 321 (1985).
H. Sigel,Frontiers in Bioinorganic Chemistry, A. V. Xavier, ed., VCH Verlagsgellschaft, Weinheim, FRG, 1986, pp. 84–93.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Sigel, H. Self-association of nucleotides. Biol Trace Elem Res 21, 49–59 (1989). https://doi.org/10.1007/BF02917236
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02917236