DOI: 10.1002/bip.1973.360120809. Nucleic acid–solvent interactions: Temperature dependence of the heat of solution of thymine in water and ethanol

Nucleic acid–solvent interactions: Temperature dependence of the heat of solution of thymine in water and ethanol

10.1002/bip.1973.360120809

Crossref journal-article

Wiley

Biopolymers (311)

Abstract

AbstractThe heats of solution of thymine in water and ethanol have been determined calorimetrically as a function of temperature. These data, along with solubility data, have been used to calculate the thermodynamic quantities (ΔGt, ΔHt, ΔSt and ΔCp,t) associated with the transfer of thymine from ethanol to water. Since ΔSt = −2 cal/mole deg and ΔCp,t = 0, it has been concluded that hydrophobic bonding does not play an important role in the thermocynamic stability of nucleic acids.However, large heat capacities of solution of thymine are observed in both solvents (ΔC°p2 = 45 ± 4 cal/mole deg). This is explained in terms of temperature variation in the degree of solvent–solute hydrogen bonding. It is our proposal that the components of macromolecules (i.e., nucleic acid bases and amino acids) do not make all possible hydrogen bonds with the solvent in the vicinity of room temperature. Thus the thermodynamic contribution of hydrogen bonding to the stability of macromolecules in aqueous solution must be reassessed.

Bibliography

Alvarez, J., & Biltonen, R. (1973). Nucleic acidâsolvent interactions: Temperature dependence of the heat of solution of thymine in water and ethanol. Biopolymers, 12(8), 1815â1828. Portico.

Authors 2

José Alvarez (first)
Rodney Biltonen (additional)

References 35 Referenced 36

10.1002/bip.360030301
10.1021/ja00896a004
10.1021/bi00772a018
10.1016/0003-9861(62)90110-8
10.1021/bi00902a027
10.1002/bip.360101110
10.1007/BF00715988
J.Levy Ph. D. Thesis Johns Hopkins University Baltimore Maryland (1971).
10.1016/S0065-3233(08)60608-7
10.1063/1.1723985
10.1016/S0021-9258(18)51830-5
10.1021/ja01057a045
10.1021/ja01089a028
10.1016/S0021-9258(19)77210-X / J. Biol. Chem. by Nozaki Y. (1971)
10.1016/0021-9614(69)90041-X
10.1021/j100844a007
{'key': 'e_1_2_1_18_2', 'first-page': '33', 'volume': '13', 'author': 'Wadsö I.', 'year': '1966', 'journal-title': 'Science Tools'} / Science Tools by Wadsö I. (1966)
10.1021/bi00775a025
{'key': 'e_1_2_1_20_2', 'first-page': '217', 'volume': '1', 'author': 'Konicek J.', 'year': '1971', 'journal-title': 'Chemica Scripta'} / Chemica Scripta by Konicek J. (1971)
10.1002/bip.1972.360110915
10.1016/S0021-9258(18)99807-8
10.1111/j.1432-1033.1972.tb01791.x
10.1016/S0021-9258(18)93851-2 / J. Biol. Chem. by Susi H. (1964)
10.1021/ja01534a020
10.1007/BF01028450
10.1021/j150388a012
10.1016/S0021-9258(18)75321-0 / J. Biol. Chem. by Zittle C. A. (1935)
10.1021/j100791a015
10.1021/ja01254a001
{'key': 'e_1_2_1_31_2', 'volume-title': 'Proteins, Amino Acids and Peptides as Ions and Dipolar Ions', 'author': 'Edsall J. T.', 'year': '1943'} / Proteins, Amino Acids and Peptides as Ions and Dipolar Ions by Edsall J. T. (1943)
10.1021/j100656a021
10.1021/ja01074a014
{'key': 'e_1_2_1_34_2', 'first-page': '65', 'volume-title': 'Structure and Stability of Biological Macromolecules, Vol. II of Biological Macromolecules Series', 'author': 'Lumry R.'} / Structure and Stability of Biological Macromolecules, Vol. II of Biological Macromolecules Series by Lumry R.
10.1021/ja00758a038
{'key': 'e_1_2_1_36_2', 'first-page': '174', 'volume-title': 'The Structure and Properties of Water', 'author': 'Eisenberg D.', 'year': '1969'} / The Structure and Properties of Water by Eisenberg D. (1969)

Dates

Type	When
Created	20 years, 8 months ago (Dec. 29, 2004, 8 p.m.)
Deposited	1 year, 9 months ago (Nov. 12, 2023, 6:25 a.m.)
Indexed	3 weeks, 2 days ago (Aug. 12, 2025, 6:07 p.m.)
Issued	52 years, 1 month ago (Aug. 1, 1973)
Published	52 years, 1 month ago (Aug. 1, 1973)
Published Online	21 years, 7 months ago (Feb. 1, 2004)
Published Print	52 years, 1 month ago (Aug. 1, 1973)

Funders 0

None

BibTeX

@article{Alvarez_1973, title={Nucleic acid–solvent interactions: Temperature dependence of the heat of solution of thymine in water and ethanol}, volume={12}, ISSN={1097-0282}, url={http://dx.doi.org/10.1002/bip.1973.360120809}, DOI={10.1002/bip.1973.360120809}, number={8}, journal={Biopolymers}, publisher={Wiley}, author={Alvarez, José and Biltonen, Rodney}, year={1973}, month=aug, pages={1815–1828} }

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  "abstract": "<jats:title>Abstract</jats:title><jats:p>The heats of solution of thymine in <jats:italic>water</jats:italic> and <jats:italic>ethanol</jats:italic> have been determined calorimetrically as a function of temperature. These data, along with solubility data, have been used to calculate the thermodynamic quantities (\u0394<jats:italic>G</jats:italic><jats:sub><jats:italic>t</jats:italic></jats:sub>, \u0394<jats:italic>H</jats:italic><jats:sub><jats:italic>t</jats:italic></jats:sub>, \u0394<jats:italic>S</jats:italic><jats:sub><jats:italic>t</jats:italic></jats:sub> and \u0394<jats:italic>C</jats:italic><jats:sub><jats:italic>p</jats:italic>,<jats:italic>t</jats:italic></jats:sub>) associated with the transfer of thymine from ethanol to water. Since \u0394<jats:italic>S</jats:italic><jats:sub><jats:italic>t</jats:italic></jats:sub> = \u22122 cal/mole deg and \u0394<jats:italic>C</jats:italic><jats:sub><jats:italic>p</jats:italic>,<jats:italic>t</jats:italic></jats:sub> = 0, it has been concluded that hydrophobic bonding does not play an important role in the thermocynamic stability of nucleic acids.</jats:p><jats:p>However, large heat capacities of solution of thymine are observed in both solvents (\u0394<jats:italic>C</jats:italic>\u00b0<jats:sub><jats:italic>p</jats:italic>2</jats:sub> = 45 \u00b1 4 cal/mole deg). This is explained in terms of temperature variation in the degree of solvent\u2013solute hydrogen bonding. It is our proposal that the components of macromolecules (i.e., nucleic acid bases and amino acids) do not make all possible hydrogen bonds with the solvent in the vicinity of room temperature. Thus the thermodynamic contribution of hydrogen bonding to the stability of macromolecules in aqueous solution must be reassessed.</jats:p>",
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