View PDF Version
 
DOI: 10.1039/A907640I (Paper) Reference Section for: Phys. Chem. Chem. Phys., 1999, 1, 5653-5657

Role of functional groups in determining interactions in ternary aqueous solutions of enantiomeric α-amino acids: a calorimetric study at 298 K

(Note: The full text of this document is currently only available in the PDF Version )

Giuseppina Castronuovo, Vittorio Elia, Marcella Niccoli, Daniela Strollo and Filomena Velleca

Abstract

Cross-homochiral and cross-heterochiral enthalpic interaction coefficients were determined at 298 K by measuring the enthalpies of dilution in water of ternary solutions containing two different α-amino acids of the same or different chirality: phenylalanine, glutamine, leucine, asparagine, cysteine, methionine, citrulline, tryptophan. The interaction of these amino acids with small molecules such as glycine, formamide and urea was also studied in the attempt to separate the contribution of the functional groups to the overall interaction. The data are discussed in terms of the preferential configuration model. It is found that the interaction between the hydrophilic groups, the zwitterions, which is thermochemically attractive, mostly determines the values of the coefficients. In some cases, differences were found between the values of the cross-homochiral and cross-heterochiral coefficients: namely, the variation of the interactions between the side chains significantly influences the energetics of the interaction.

References

  1. W. Kauzmann, Adv. Protein Chem., 1959, 14, 1.
  2. W. Kauzmann, Nature (London), 1987, 325, 763 CrossRef.
  3. R. L. Baldwin, Proc. Natl. Acad. Sci. USA, 1986, 83, 8069 CAS.
  4. A. Ben-Naim, Biopolymers, 1990, 29, 567 CrossRef CAS.
  5. K. R. Shoemaker, P. S. Kim, E. J. York, J. M. Stewart and R. L. Baldwin, Nature (L ondon), 1987, 326, 563 CrossRef CAS.
  6. M. Vasquez, M. R. Pincus and H. A. Sheraga, Biopolymers, 1987, 326, 351.
  7. M. Bloemendal, Y. Marcus, A. H. Sijpkes and G. Somsen, Int. J. Peptide Protein Res., 1989, 34, 405 CAS.
  8. C. Cascella, G. Castronuovo, V. Elia, R. Sartorio and S. Wurzburger, J. Chem. Soc., Faraday Trans. 1, 1990, 86, 85 Search PubMed.
  9. S. Andini, G. Castronuovo, V. Elia and L. Fasano, J. Chem. Soc., Faraday Trans. 1, 1990, 86, 3567 Search PubMed.
  10. L. Ambrosone, S. Andini, G. Castronuovo, V. Elia and G. Guarino, J. Chem. Soc., Faraday Trans. 1, 1991, 87, 2989 Search PubMed.
  11. G. Castronuovo, R. P. Dario and V. Elia, Thermochim. Acta, 1991, 181, 305 CrossRef CAS.
  12. G. Castronuovo, R. P. Dario, C. Della. Volpe and V. Elia, Thermochim. Acta, 1992, 206, 43 CrossRef CAS.
  13. G. Castronuovo, C. Volpe. Volpe, V. Elia and G. Scirè, J. Chem. Soc., Faraday Trans. 1, 1992, 88, 2667 Search PubMed.
  14. G. Barone, G. Castronuovo, P. Del. Vecchio, V. Elia and S. Puzziello, J. Solution Chem., 1989, 18, 1105 CAS.
  15. G. Castronuovo, V. Elia and M. Magliulo, Can. J. Chem., 1991, 69, 794 CAS.
  16. S. Andini, G. Castronuovo, V. Elia and F. Velleca, J. Solution Chem., 1995, 24, 485 CAS.
  17. J. J. Savage and R. H. Wood, J. Solution Chem., 1976, 5, 733 CrossRef CAS.
  18. G. Castronuovo, V. Elia and F. Velleca, Curr. Top. Solution Chem., 1997, 2, 125 Search PubMed.
  19. W. G. McMillan Jr and J. E. Mayer, J. Chem. Phys., 1945, 13, 276 CrossRef CAS.
  20. J. J. Kozak, W. S. Knight and W. Kauzmann, J. Chem. Phys., 1968, 48, 675 CrossRef CAS.
  21. H. L. Friedman and C. V. Krishnan, J. Solution Chem., 1973, 2, 119 CrossRef CAS.
  22. F. Franks, M. D. Pedley and D. S. Reid, J. Chem. Soc., Faraday Trans. 1, 1976, 72, 359 RSC.
  23. T. H. Lilley, in Biochemical Thermodynamics, ed. M. N. Jones, Elsevier, Amsterdam, 2nd edn., 1988, pp. 1–52 Search PubMed.
  24. I. R. Tasker and R. H. Wood, J. Solution Chem., 1982, 11, 295 CAS.
  25. G. Castronuovo, V. Elia and F. Velleca, J. Chem. Soc., Faraday Trans., 1996, 92, 24 Search PubMed.
  26. J. Fernandez and T. H. Lilley, J. Chem. Soc., Faraday Trans., 1992, 88, 2503 RSC.
  27. G. Castronuovo, V. Elia and F. Velleca, J. Solution Chem., 1995, 24, 1209 CAS.
  28. G. Castronuovo, V. Elia, A. Pierro and F. Velleca, Can. J. Chem., 1999, 77, 1218 CrossRef CAS.
  29. B. Okamoto, R. H. Wood and P. T. Thompson, J. Chem. Soc., Faraday Trans. 1, 1978, 74, 1990 RSC.
  30. G. Castronuovo, V. Elia and F. Velleca, J. Chem. Soc., Faraday Trans., 1996, 92, 3093 RSC.
  31. G. Castronuovo, V. Elia, G. Petrone and F. Velleca, Thermochim. Acta, 1994, 247, 273 CrossRef CAS.
  32. G. Castronuovo, V. Elia, C. Postiglione and F. Velleca, Thermochim. Acta, 1999, in press Search PubMed.
  33. G. Castronuovo, V. Elia, V. Moniello, S. Perez. Casas and F. Velleca, Phys. Chem. Chem. Phys., 1999, 1, 1887 RSC.
  34. A. H. Sijpkes, G. Somsen and T. H. Lilley, J. Chem. Soc., Faraday Trans., 1990, 86, 2943 RSC.
  35. G. R. Hedwig, T. H. Lilley and H. Linsdell, J. Chem. Soc., Faraday Trans., 1991, 87, 2975 RSC.
Click here to see how this site uses Cookies. View our privacy policy here.