Skip to main content
Log in

Enthalpies of interaction of N-acetyl amides of sarcosine and N-methyl-L-alanine dissolved in N,N-dimethylformamide at 25°C

  • Published:
Journal of Solution Chemistry Aims and scope Submit manuscript

Abstract

Enthalpies of dilution of N-acetyl amides of sarcosine and N-methyl-L-alanine dissolved in N,N-dimethylformamide have been measured calorimetrically at 25°C. The enthalpic pairwise interaction coefficients calculated there from are negative, indicating a energetically favorable interaction. The results were used to make a comparison with other peptides with regard to the methylation of amide groups. Substituting a primary amide hydrogen by a methyl group gives a smaller positive change of the pairwise interaction coefficient than substituting a secondary amide hydrogen.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. A. H. Sijpkes and S. Somsen,J. Chem. Soc., Faraday Trans. I 85, 2563 (1989).

    Google Scholar 

  2. H. E. Kent, T. H. Lilley, P. J. Milburn, M. Bloemendal, and G. Somsen,J. Solution Chem. 14, 101 (1985).

    Google Scholar 

  3. M. Bloemendal and G. Somsen,J. Solution Chem. 13, 281 (1983).

    Google Scholar 

  4. D. C. Roberts and R. S. Bohacek,Int. J. Pept. Protein Res. 21, 491 (1983).

    Google Scholar 

  5. R. B. Macgregor and G. Weber,Nature 319, 70 (1986).

    Google Scholar 

  6. G. M. Blackburn, T. H. Lilley, and P. J. Milburn,Thermochim. Acta 83, 289 (1985).

    Google Scholar 

  7. P. J. Cheek and T. H. Lilley,J. Chem. Soc., Faraday Trans. I 84, 1927 (1988).

    Google Scholar 

  8. A. H. Sijpkes, A. A. C. M. Oudhuis, G. Somsen, and T. H. Lilley,J. Chem. Thermodyn.21, 343 (1989).

    Google Scholar 

  9. J. J. Savage and R. H. Wood,J. Solution Chem. 5, 733 (1976).

    Google Scholar 

  10. G. M. Blackburn, T. H. Lilley, and P. J. Milburn,J. Solution Chem 13, 789 (1984).

    Google Scholar 

  11. G. M. Blackburn, T. H. Lilley, and P. J. Milburn,J. Solution Chem. 15, 99 (1985).

    Google Scholar 

  12. G. M. Blackburn, T. H. Lilley, and P. J. Milburn,J. Chem. Soc., Faraday Trans. I 82, 2965 (1986).

    Google Scholar 

  13. F. R. Maxfield, S. J. Leach, E. R. Stimson, S. P. Powers, and H. A. Scheraga.Biopolymers 18, 2507 (1979).

    Google Scholar 

  14. W. G. McMillan, Jr. and J. E. Mayer,J. Chem. Phys. 13, 276 (1945).

    Google Scholar 

  15. H. L. Friedman,J. Solution Chem. 1, 387; 413 (1972).

    Google Scholar 

  16. M. Avignon and P. V. Huong,Biopolymers 9, 427 (1970).

    Google Scholar 

  17. J. Néel,Pure Appl. Chem. 31, 201 (1972).

    Google Scholar 

  18. M. Avignon, C. Garrigou-Lagrange, and P. Bothorel,Biopolymers 12, 1651 (1973).

    Google Scholar 

  19. V. Madison and K. D. Kopple,J. Am. Chem. Soc. 102, 4855 (1980).

    Google Scholar 

  20. C. I. Jose, A. A. Belhekar, and M. S. Agashe,Biopolymers 26, 1315 (1987).

    Google Scholar 

  21. I. Z. Siemion and B. Picur,Bull. Pol. Acad. Sci. Chem. 35, 179 (1987).

    Google Scholar 

  22. I. Z. Siemion and B. Picur,Biophys. Chem. 31, 71 (1988).

    Google Scholar 

  23. T. Yamazaki and A. Abe,Biopolymers 27, 969 (1988).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sijpkes, A.H., Somsen, G. Enthalpies of interaction of N-acetyl amides of sarcosine and N-methyl-L-alanine dissolved in N,N-dimethylformamide at 25°C. J Solution Chem 20, 445–453 (1991). https://doi.org/10.1007/BF00650769

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00650769

Key words

Navigation