Abstract
Densities and specific heat capacities of aqueous solutions: 1,3,5,6-tetramethyluracil, 1,6-dimethyl-3-ethyluracil, 1,6-dimethyl-3-propyluracil, 1,6-dimethyl-3-butyluracil, 1,N4-trimethylcytosine, 1,N4-dimethyl-5-ethylcytosine, 1,N4 dimethyl-5-propylcytosine, 1,N4-dimethyl-5-butylcytosine were determined using flow calorimetry and flow densimetry at 25°C. Apparent molar volumes and heat capacities, van der Waals volumes and accessible surface areas were determined. It was stated that for alkylcytosines and alkyluracils partial molar volumes and heat capacities correlate linearly with the number of substituted methylene groups-CH2-as well as with the van der Waals volumes and accessible surface areas of the compounds studied; for cyclooligouracils the cyclization effect was discussed.
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References
G. M. Blackburn and M. J. Gait,Nucleic Acids in Chemistry and Biology (IRL Press, Oxford University Press, Oxford, New York, Tokyo, 1990).
H. Vogel, ed.,Nucleic Acid-Protein Recognition (Academic Press, New York, 1977).
J. D. Engel and P. H. von Hippel,J. Biol. Chem. 253, 927 (1978).
E. Plesiewicz, E. Stepień, K. Bolewska, and K. L. Wierzchowski,Biophys. Chem. 4, 131 (1976).
P. O. P. Tso, ed.,Basic Principles of Nucleic Acid Chemistry, Vol 1, (Academic Press, New York, 1974) p. 537.
J. Szemińska, W. Zielenkiewicz, and K. L. Wierzchowski,Biophys. Chem. 10, 409 (1979).
J. P. Grolier, A. H. Roux, G. Roux-Desgranges I. Tomaszkiewicz, and W. Zielenkiewicz,Thermochim. Acta 176, 141 (1991).
W. Zielenkiewicz, A. Zielenkiewicz, J. P. Grolier, A. H. Roux, and G. Roux-Desgranges,J. Solution Chem. 21 1 (1992).
A. Zielenkiewicz, E. Plesiewicz, K. L. Wierzchowski, and W. ZielenkiewiczBiophys. Chem. 10, 415 (1979).
A. B. Teplitsky, I. K. Yanson, O. T. Glukhova, A. Zielenkiewicz, and W. Zielenkiewicz,Biophys. Chem. 11, 17 (1980).
A. B. Teplitsky, O. T. Glukhova, L. F. Sukhodub, K. J. Yanson, A. Zielenkiewicz, W. Zielenkiewicz, J. Kosiński, and K. L. WierzchowskiBiophys. Chem. 15, 139 (1982).
A. Zielenkiewicz, W. Zielenkiewicz, L. F. Sukhodub, O. T. Glukhova, A. B. Teplitsky, and K. L. Wierzchowski,J. Solution Chem. 13, 757 (1984).
A. Zielenkiewicz, W. Zielenkiewicz, L. F. Sukhodub, O. T. Glukhova, and K. L. Wierzchowski,Acta Biochimica Polonica 34, 157 (1987).
S. J. Gill and I. Wadsö,Proc. Nat. Acad. Sci. (U.S.) 73, 2955 (1976).
N. Muller,Acc. Chem. Res. 23, 23 (1990).
S. F. Dec and S. J. Gill,J. Solution Chem. 14, 827 (1981).
R. H. Herman,J. Phys. Chem. 76, 2754 (1972).
S. H. Yalkowsky and S. Banarjee,Aqueous Solubility (Marcel Dekker, New York, 1992).
P. L. Privalov and G. I. Makhatadze,J. Molecular Biol. 213, 385 (1990).
C. Chothia,Nature 254, 304 (1975).
A. E. Eriksson, W. A. Baase, X. J. Zhang, D. W. Heinz, M. Blaber, E. P. Baldwin, and B. W. Matthews,Science 255, 178 (1992).
C. Chothia and J. Janin,Nature 256, 705 (1975).
M. Karpusas, W. A. Baase, M. Matsumura, and B. W. Matthews,Proc. Natl. Acd. Sci. (U.S.) 86, 8237 (1989).
P. Picker, P. A. Leduc, P. P. Philip, and J. E. Desnoyers,J. Chem. Thermodyn. 3, 631 (1971).
I. E. Desnoyers, C. de Visser, G. Perron, and P. Picker,J. Solution Chem. 5, 605 (1976).
P. Picker, E. Tremblay, and C. Jolicoeur,J. Solution Chem. 3, 377 (1974).
D. Voet and A. Rod,The Crystal Structure of Purines, Pyrimidines, and Their Intermolecular Complexes in Progress in Nucleic Acid Research and Molecular Biology, Vol. 10, J. N. Davidson and W. E. Cohn, eds., (Academic Press, New York, 1970).
F. M. Allen, A. Kenaad, and R. Raylor,Acc. Chem. Res. 16, 146 (1983).
R. Lavery and B. Pullman,Int. J. Quant. Chem. 20, 251 (1981).
E. Silla, I. Tunon, and J. L. Pascual-Ahuir,J. Comp. Chem. 12, 1877 (1991).
N. Nichols, R. Skold, C. Spink, I. Suurkuusk, and I. Wadsö,J. Chem. Thermodyn. 8, 1081 (1976).
N. Kishore, R. Bhat, and I. C. Ahluwalia,Biophys. Chem. 33, 227 (1989).
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Zielenkiewicz, A., Roux-Desgranges, G., Roux, A.H. et al. Apparent molar heat capacities and volumes, van der Waals volumes and accessible surface areas of alkylated derivatives of cytosine and uracil in aqueous solutions at 25°C.. J Solution Chem 22, 907–918 (1993). https://doi.org/10.1007/BF00646602
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DOI: https://doi.org/10.1007/BF00646602