Skip to main content
Log in

Complexes of glutathione with heavy metals as catalysts for oxidation

  • Published:
Reaction Kinetics, Mechanisms and Catalysis Aims and scope Submit manuscript

Abstract

Research was carried out to determine the activity of complexes of tripeptide–glutathione with heavy metals in the oxidation of cyclohexene with tert-butylhydroperoxide in toluene at 80 °C. All the complexes were prepared by the interaction of metal ions and glutathione at room temperature in aqueous solutions. Only the complexes of Mo were obtained from acidic aqueous solution. The characteristics of these complexes were determined by means of FTIR and Mössbauer spectroscopies and EPR analysis. The products of the epoxidation and hydroxylation reactions were identified using GC analysis. The complexes of molybdenum and vanadium showed higher activity in the epoxidation reaction of cyclohexene compared to the other complexes, namely of Mn, Co, Cu, Cr, Fe, Cd and Th. The possible structures of the complexes are offered. The possible use of glutathione complexes as catalysts in the model reaction of oxidation is newly demonstrated.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Scheme 1

Similar content being viewed by others

References

  1. Wang W, Ballatori N (1998) Pharmacol Rev 50(3):335

    CAS  Google Scholar 

  2. Jahoor F, Jackson A, Gazzard B, Philips G, Sharpstone D, Frazer ME, Heird W (1999) Am J Physiol Endocrinol Metab 276:205

    Google Scholar 

  3. Takakusa H, Masumoto H, Makino Ch, Okazaki O, Sudo K (2009) Drug Metab Pharmacokinet 24(1):100

    Article  CAS  Google Scholar 

  4. Pedersen JZ, Steinkühler C, Weser U, Rotilio G (1996) BioMetals 9:3

  5. Pessoa JC, Tomaz I, Kiss T, Buglyό P (2001) J Inorg Biochem 84:259

    Google Scholar 

  6. Yang XD, Zhang DQ, Chen RF, Shen RF (2008) Anal Sci 24:1005

    Article  CAS  Google Scholar 

  7. Corazza A, Harvey I, Sadler PJ (1996) Eur J Biochem 236:697

    Article  CAS  Google Scholar 

  8. Krezel A, Bal W (1999) Acta Biochim Pol 46(3):567

    CAS  Google Scholar 

  9. Krezel A, Bal W (2004) Bioinorg Chem Appl 2(3–4):293

    Article  CAS  Google Scholar 

  10. Srivastava HP, Srivastava RK (1995) J Indian Chem Soc 72:435

    CAS  Google Scholar 

  11. Krupp EM, Milne BF, Mestrot A, Meharg AA, Feldmann J (2008) Anal Bioanal Chem 390:1752

    Article  Google Scholar 

  12. Marzotto A (1977) J Inorg Nucl Chem 39(12):2193

    Article  CAS  Google Scholar 

  13. Kato N, Nakamura M, Uchiyama T (1999) J Inorg Biochem 75(2):117

    Article  CAS  Google Scholar 

  14. Shi T, Berglund J, Elding L (1996) Inorg Chem 35(12):3498

    Article  CAS  Google Scholar 

  15. Lemma K, Berglund J, Farrell N, Elding L (2000) J Bioinorg Chem 5:300

    CAS  Google Scholar 

  16. Vassilev K, Turmanova S (2008) Polym Bull 60(2–3):243

    Article  CAS  Google Scholar 

  17. Vassilev K, Turmanova S (2008) Polym Bull 60(4):467

    Article  CAS  Google Scholar 

  18. Turmanova S, Vassilev K, Boneva S (2008) React Funct Polym 68:759

    Article  CAS  Google Scholar 

  19. Vassilev K, Turmanova S, Dimitrova M, Boneva S (2009) Eur Polym J 45:2269

    Article  CAS  Google Scholar 

  20. Tabushi I, Kodera M, Yokoyama M (1985) J Am Chem Soc 107(15):4466

    Article  CAS  Google Scholar 

  21. Ortiz de Montellano PR (ed) (1995) Cytochrome P-450. Structure, mechanism and biochemistry. New York, London

  22. Cowan JA (1993) Inorganic biochemistry. An introduction, VCH, New York

  23. Hille R (2002) Trends Biochem Sci 27(7):360–367

    Article  CAS  Google Scholar 

  24. Espinova SA, Gio H, Fedarko N, DeZern A, Fried LP, Xue Q-L, Leng S, Beamer B, Walston JD (2008) J Gerontol Med Sci 63A(5):505

    Google Scholar 

  25. Vassilev K, Tanielyan S, Ivanov S, Stamenova R (1990) Oxid Commun 13(3):159

    Google Scholar 

  26. Stamenova R, Tsvetanov C, Vassilev K, Tanielyan S, Ivanov S (1991) J Appl Polym Sci 42(3):807

    Article  CAS  Google Scholar 

  27. Haight GP Jr, Huang TJ (1971) J Am Chem Soc 93(3):611

    Article  CAS  Google Scholar 

  28. Sheldon RA (1980) J Mol Catal 7(1):107

    Article  CAS  Google Scholar 

  29. Sheldon RA (1993) In: Organic peroxygen chemistry. Topics in current chemistry, vol 164, p 21

  30. Joergensen K (1989) Chem Rev 89(3):431

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors would like to thank Prof. DSc Ivan Mitov and Dr Daniela Paneva, Institute of Catalysis, Bulgarian Academy of Sciences, for the many useful discussions of Mössbauer spectra.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Sevdalina Turmanova.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dimitrova, M., Turmanova, S. & Vassilev, K. Complexes of glutathione with heavy metals as catalysts for oxidation. Reac Kinet Mech Cat 99, 69–78 (2010). https://doi.org/10.1007/s11144-009-0118-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-009-0118-x

Keywords

Navigation