Skip to main content
SpringerLink
Log in

Oxidation of l-asparagine by bis(hydrogenperiodato)argentate(III): a kinetic investigation

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

The kinetics of oxidation of l-asparagine by bis(hydrogenperiodato)argentate(III) complex anion ([Ag(HIO6)2]5−) has been studied in the temperature range of 10.0–25.0 °C in aqueous alkaline media. An overall second-order character is observed, the reaction being first order with respect to both Ag(III) and Asn. The observed second-order rate constants \( k^{{\prime }} \) are increased when [OH−] is increased, but are decreased with increasing total concentration of periodate, [IO −4 ]tot. The oxidation results in both decarboxylation and deamination of Asn. A reaction mechanism is proposed which involves two pre-equilibria leading to an intermediate complex [Ag(HIO6)(Asn)(OH)]3−. This is followed by the collapse of the intermediate in two parallel reaction paths as the rate-determining steps; one path is independent of OH−, while the other involves OH−. The rate equation has been derived from the reaction mechanism, and the equilibrium constants and rate parameters have been evaluated. The mode of electron transfer is discussed. The reaction mechanism and electron transfer mode in the present system have no similarities to those derived for the oxidations of Asn by other oxidants reported previously, underlining the diverse nature of Asn oxidations.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

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

Similar content being viewed by others

References

  1. Yokohira M, Hosokawa K, Yamakawa K, Hashinoto N, Suzuki S, Matsuda Y, Saoo K, Kuno T, Imaida K (2008) Food Chem Toxicol 46:2568

    Article  CAS  Google Scholar 

  2. Gowda BT, Shetty M (2004) J Phys Org Chem 17:848

    Article  CAS  Google Scholar 

  3. Sharma VK, Bielski BHJ (1991) Inorg Chem 30:4306

    Article  CAS  Google Scholar 

  4. Zahedi M, Bahrami H (2004) Kinet Catal 45:351

    Article  CAS  Google Scholar 

  5. Patil ST, Angadi MA, Harihar AL (2008) J Solut Chem 37:1795

    Article  CAS  Google Scholar 

  6. Fawzy A (2015) Int J Chem Kinet 47:1

    Article  CAS  Google Scholar 

  7. Shi H, Shen S, Sun H, Liu Z, Li L (2007) J Inorg Biochem 101:165

    Article  CAS  Google Scholar 

  8. Shen S, Shi H, Sun H (2007) Int J Chem Kinet 39:440

    Article  CAS  Google Scholar 

  9. Sun H, Shi H, Shen S, Kang W, Guo Z (2008) Chin J Chem 26:615

    Article  CAS  Google Scholar 

  10. Shi H, Liu S, Shen S, Huo S, Kang W (2009) Transit Met Chem 34:821

    Article  CAS  Google Scholar 

  11. Shi H, Zhang J, Huo S, Shen S, Kang W, Shi T (2013) J Braz Chem Soc 24:1307

    CAS  Google Scholar 

  12. Shi H, Xu X, Ding X, Liu X, Li L, Kang W (2009) Anal Biochem 387:178

    Article  CAS  Google Scholar 

  13. Xu X, Zhang H, Shi H, Ma C, Cong B, Kang W (2012) Anal Biochem 427:10

    Article  CAS  Google Scholar 

  14. Sun H, Chen P, Wang F, Wen H (2009) Talanta 79:134

    Article  CAS  Google Scholar 

  15. Blikungeri A, Pelletier M, Monnier D (1977) Inorg Chim Acta 22:7

    Article  Google Scholar 

  16. Blikungeri A, Pelletier M (1978) Inorg Chim Acta 29:141

    Article  Google Scholar 

  17. Levason W, Spicer MD (1987) Coord Chem Rev 76:45

    Article  CAS  Google Scholar 

  18. Huo S, Dong J, Song C, Xu J, Shen S, Ren Y, Shi T (2014) RSC Adv 4:7402

    Article  CAS  Google Scholar 

  19. Martell AE, Smith RM (1974) Critical stability constants, volume 1: amino acids. Plenum Press, New York, p 9

    Google Scholar 

  20. Shi TS, He JT, Ding TH, Wang AZ (1991) Int J Chem Kinet 23:815

    Article  CAS  Google Scholar 

Download references

Acknowledgments

Financial support to this work by the Natural Science Foundation of Hebei University (2014–11) and the Natural Science Foundation of China (81273128 to H.S.) is gratefully acknowledged.

Author information

Authors and Affiliations

  1. College of Chemistry and Environmental Science, and the MOE Key Laboratory of Medicinal Chemistry and Molecular Diagnostics, Hebei University, Baoding, 071002, Hebei Province, People’s Republic of China

    Jiong Zhang, Yukun Guo, Taotao Lu & Tiesheng Shi

  2. School of Public Health, Hebei Medical University, Shijiazhuang, 050017, Hebei Province, People’s Republic of China

    Hongmei Shi & Tingting Dai

Authors
  1. Jiong Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yukun Guo
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Taotao Lu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Hongmei Shi
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Tingting Dai
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Tiesheng Shi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Tiesheng Shi.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, J., Guo, Y., Lu, T. et al. Oxidation of l-asparagine by bis(hydrogenperiodato)argentate(III): a kinetic investigation. Transition Met Chem 40, 281–286 (2015). https://doi.org/10.1007/s11243-015-9915-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-015-9915-4

Keywords

Search

Navigation