Advertisement

Peroxydisulfate Anion-Induced Crosslinking of Proteins

  • Howard L. Needles
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 86A)

Abstract

Peroxydisulfate anion in aqueous solutions is a strong oxidizing agent decomposing to sulfate free radicals and subsequently to hydroxyl radicals. in the presence of proteins, aqueous solutions of peroxydisulfate undergo more rapid induced decomposition to these free radical species, which in turn leads to oxidative attack and crosslinking and/or degradation of the protein. Under mild conditions and at low peroxydisulfate concentrations, protein crosslinking predominates over degradation. Peroxydisulfate-induced crosslinking of gelatin, fibroin, and other proteins is reviewed. The mechanism of crosslinking is interpreted in light of physical and chemical data, amino acid analyses, peroxydisulfate’s known mode of decomposition, the effect of protein modification on oxidative crosslinking, and related model compound studies.

Keywords

Electron Spin Resonance Silk Fibroin Amino Acid Side Chain Oxidative Attack Cysteic Acid 
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.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Boyland, E., Sims, P. and Williams, D. C. (1956). Oxidation of Tryptophan and Some Related Compounds with Persulfate. Biochem. J., 62, 546–550.PubMedGoogle Scholar
  2. Burke, M., Kenny, P. and Nicholls, C. H. (1962). Formation by Oxidizing Agents of Free Radicals in Wool and Silk. Nature, 196, 667–668.CrossRefGoogle Scholar
  3. House, D. A. (1962). Kinetics and Mechanism of Oxidations by Peroxydisulfate. Chem. Revs., 62, 185–203.CrossRefGoogle Scholar
  4. Lang, K. (1936). The Action of Persulfate in Alkaline Solution on Amino Acids. Z. Physiol. Chem., 241, 68–70.CrossRefGoogle Scholar
  5. Mason, H. S. (1955). Comparative Biochemistry of Phenolase Complex. Advan. Enzymol., F. F. Nord, ed., Vol. 16, 105–184.Google Scholar
  6. Needles, H. L. (1965a). Persulfate Degradation of Wool. Textile Res., 35, 298–303 (1965).CrossRefGoogle Scholar
  7. Needles, H. L. (1965b). Degradation of Acetylated and Esterified Wools by Aqueous Persulfate. Textile Res. J., 35, 953–955.CrossRefGoogle Scholar
  8. Needles, H. L. (1967a). Crosslinking of Gelatin by Aqueous Peroxydisulfate, J. Polym. Sci., A-l, 5, 1–13.CrossRefGoogle Scholar
  9. Needles, H. L. (1967b). Crosslinking of Silk Fibroin by Aqueous Peroxydisulfate. J. Appl. Polym. Sci., 11, 719–726.CrossRefGoogle Scholar
  10. Needles, H. L. and Whitfield, R. E. (1964). Free Radical Chemistry of Peptide Bonds. I. Dealkylation of Substituted Amides, J. Org. Chem., 29, 3632–3634.CrossRefGoogle Scholar
  11. Needles, H. L. and Whitfield, R. E. (1966). Decarboxylation of N-Acetylamino-acids by Aqueous Peroxydisulfate. Chenu and Ind., 287–288.Google Scholar
  12. Needles, H. L. and Whitfield, R. E. (1969). Crosslinking of Collagens Employing A Redox System Comprising Persulfate and a Reducing Agent, U. S. Patent, 3, 427,301 (Feb. 11, 1969).Google Scholar
  13. Remy, D. E., Whitfield, R. E., and Needles, H. L. (1967). Study of the Decomposition Rates of Aqueous Peroxydisulfate in the Presence of Selected Amides and N-Acetylamino-acids. Chem.Commun., 681–682.Google Scholar
  14. Slocum, D. H. (1966). Treatment of Proteinaceous Materials with Peroxydisulfate Salts, U. S. Patent 3,272,639 (Sept. 13, 1966).Google Scholar

Copyright information

© Plenum Press, New York 1977

Authors and Affiliations

  • Howard L. Needles
    • 1
  1. 1.Division of Textiles and ClothingUniversity of CaliforniaDavisUSA

Personalised recommendations