A Mathematical Analysis of Kinetics of Consecutive, Competitive Reactions of Protein Amino Groups

  • Mendel Friedman
  • L. David Williams
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 86)


A general mathematical analysis of consecutive, competitive reactions of amino groups in amino acids, peptides, and proteins was developed. The analysis is of more than theoretical interest, and should prove useful for interpretation of the reactivity and utility of reagents that modify lysine in proteins.


DMSO Cysteine Adduct Lysine Iodide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Cavins, J. F., and Friedman, M. (1967). New amino acids derived from reactions ofe-amino groups in proteins with a,13-unsaturated compounds. Biochemistry, 6, 3766–3770.Google Scholar
  2. 2.
    Finley, J. W., and Friedman, M. (1973). Chemical methods for available lysine. Cereal Chem., 50, 101–105.Google Scholar
  3. 3.
    Friedman, M. (1967). Solvent effects in reactions of amino groups in amino acids, peptides, and proteins with a,13-unsaturated compounds. J. Am. Chem. Soc., 89, 4709–4713.PubMedCrossRefGoogle Scholar
  4. 4.
    Friedman, M. (1968). Solvent effects in reactions of protein functional groups. Quarterly Reports on Sulfur Chemistry, 3, 125–144.Google Scholar
  5. 5.
    Friedman, M. (1977). Effects of lysine modification on chemical, physical, nutritive, and functional properties of proteins. In “Fundamental Aspects of Protein Chemistry Basic to Foods,” edited by J. R. Whitaker and S. R. Tannenbaum. Avi, Westport, Connecticut.Google Scholar
  6. 6.
    Friedman, M., and Finley, J. W. (1975a). Reactions of proteins with ethyl vinyl sulfone. Int. J. Peptide Protein Res., 7, 481–486.CrossRefGoogle Scholar
  7. 7.
    Friedman M., and Finley, J. W. (1975b). Vinyl compounds as reagents for available lysine. In “Protein Nutritional Quality of Foods and Feeds,” Part 1, M. Friedman (Editor), Dekker, New York, pp. 503–520.Google Scholar
  8. 8.
    Friedman, M., and Koenig, N. H. (1971). Effect of dimethyl sulfoxide on chemical and physical properties of wool. Textile Res. J., 41, 605–609.Google Scholar
  9. Friedman, M., and Romersberger, J. S. (1968). Relative influences of electron-withdrawing functional groups on basicities of amino acid derivatives. J. Org. Chem., 33, 154–157.Google Scholar
  10. 10.
    Friedman, M., and Wall, J. W. (1964). Application of a Hammett-Taft relation to kinetics of alkylation of amino acid and peptide model compounds with acrylonitrile. J. Am. Chem. Soc., 86, 3735–3741.CrossRefGoogle Scholar
  11. 11.
    Friedman, M., Cavins, J. F., and Wall, J. S. (1965). Relative nucleophilic reactivities of amino groups and mercaptide ions in addition reactions with a, (3-unsaturated compounds. J. Am. Chem. Soc., 87, 3572–3682.Google Scholar
  12. 12.
    Koenig, N. H., Muir, M. W., and Friedman, M. (1973). Properties of wool modified with vinyl compounds. Textile Res. J., 43, 682–688.Google Scholar
  13. 13.
    Riggs, N. V. (1958). Kinetic treatment of two-stage second-order consecutive reactions with a common factor. Aust. J. Chem., 11, 86–92.CrossRefGoogle Scholar
  14. 14.
    Snow, J. T., Finley, J. W., and Friedman, M. (1975). Relative reactivities of sulfhydryl groups with N-acetyldehydroalanine and N-acetyldehydroalanine methyl ester. Int. J. Peptide Protein Res., 7, 461–466.CrossRefGoogle Scholar
  15. 15.
    Szabo, Z. G. (1969). Kinetic characterization of complex reaction systems. In “Chemical Kinetics,” Chapter 1, C. H. Bamford and C. F. H. Tipper (Editors), Elsevier, Amsterdam, Holland.Google Scholar

Copyright information

© Springer Science+Business Media New York 1977

Authors and Affiliations

  • Mendel Friedman
    • 1
  • L. David Williams
    • 1
  1. 1.Western Regional Research Laboratory, Agricultural Research ServiceU.S. Department of AgricultureBerkeleyUSA

Personalised recommendations