Abstract
Enthalpies of dilution of binary and ternary aqueous solutions containing L-and D-proline, cis-L- and cis-D-4-hydroxy proline, trans-L-4-hydroxy proline, have been determined by flow calorimetry at 25°C. Pairwise self-and cross-interaction coefficients of the virial expansion of the excess enthalpies were evaluated. They are positive for solutions of unsubstituted prolines. On the contrary, upon the introduction of a hydroxy group, they become negative, reaching the largest value for the cis-L-lcis-D-4-hydroxy proline system. The results are interpreted in terms of preferential configurations, stabilized by interactions between the hydrophilic groups.
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References
J. J. Kozak, W. S. Knight, and W. Kauzmann,J. Chem. Phys. 48, 675 (1968).
A. Ben-Naim,J. Chem. Phys. 90, 7412 (1989).
A. Ben-Naim,J. Phys. Chem. 94, 6893 (1990).
M. Mezei and A. Ben-Naim,J. Chem. Phys. 92, 1359 (1990).
A. Ben-Naim,Biopolymers 29, 567 (1990).
A. Ben-Naim,J. Chem. Phys. 93, 8196 (1990).
S. T. Durell, B. R. Brooks and A. Ben-Naim,J. Phys. Chem. 98, 2198 (1994).
C. Cascella, G. Castronuovo, V. Elia, R. Sartorio, and S. Wurzburger,J. Chem. Soc. Faraday Trans. I 86, 85 (1990).
S. Andini, G. Castronuovo, V. Elia, and L. Fasano,J. Chem. Soc. Faraday Trans. I 86, 3567 (1990).
L. Ambrosone, S. Andini, G. Castronuovo, V. Elia, and G. Guarino,J. Chem. Soc. Faraday Trans. 87, 2989 (1991).
G. Castronuovo, R. P. Dario and V. Elia,Thermochim. Acta 181, 305 (1991).
G. Castronuovo, R. P. Dario, C. Della Volpe, and V. Elia,Thermochim. Acta 206, 43 (1992).
G. Castronuovo, C. Della Volpe, V. Elia, and G. Scirè,J. Chem. Soc. Faraday Trans. 88, 2667 (1992).
G. Barone, G. Castronuovo, P. Del Vecchio, V. Elia, and S. Puzziello,J. Solution Chem. 18, 1105 (1989).
G. Castronuovo, V. Elia, and M. Magliulo,Can. J. Chem. 69, 794 (1991).
S. Andini, G. Castronuovo, V. Elia, and F. Velleca,J. Solution Chem. 24, 485 (1995).
J. J. Savage and R. H. Wood,J. Solution Chem. 5, 733 (1976).
B. Y. Okamoto, R. H. Wood, and P. T. Thompson,J. Chem. Soc., Faraday Trans I 74, 1990 (1978).
H. L. Friedman and C. V. Krishnan,J. Solution Chem. 2, 119 (1972).
C. Cascella, G. Castronuovo, V. Elia, R. Sartorio, and S. Wurzburger,J. Chem. Soc. Faraday Trans. I 85, 3289 (1989).
G. Barone, P. Cacace, G. Castronuovo, and V. Elia,J. Chem. Soc. Faraday Trans. I 77, 1569 (1981).
G. Barone, B. Bove, G. Castronuovo, and V. Elia,J. Solution Chem. 10, 803 (1981).
G. Barone, G. Castronuovo, V. Elia, and C. Giancola,J. Thermal Anal. 30, 1367 (1985).
G. M. Blackburn, T. H. Lilley, and P. J. Milburn,J. Chem. Soc. Chem. Comm. 299, (1985).
A. H. Sijpkes and G. Somsen,J. Chem. Soc. Faraday Trans. 86, 1461 (1990).
G. Castronuovo, V. Elia, C. Giancola, and S. Puzziello,J. Solution Chem. 19, 855 (1990).
G. Castronuovo, V. Elia, and F. Velleca,J. Chem. Soc. Faraday Trans. 92, 000 (1996).
G. Barone, P. Cacace, G. Castronuovo, and V. Elia,Carbohydr. Res. 119, 1 (1983).
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Castronuovo, G., Elia, V. & Velleca, F. Molecular recognition: A thermodynamic study of non bonded interactions in aqueous solutions of iminoacids. Effects of steric and geometric isomerism. J Solution Chem 25, 51–59 (1996). https://doi.org/10.1007/BF00972758
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DOI: https://doi.org/10.1007/BF00972758