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Kinetics and mechanism of one-electron oxidation of bilirubin in dichloromethane solution

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Abstract

Bilirubin (BR) was oxidized by tris-(4-bromophenyl)-ammonium hexachloraantimonate (1), 2,2,6,6-tetramethyl-4-acetyloxypiperidine oxoammonium hexachloroantimonate (2) and 2,2,6,6-tetramethyl-4-methoxypiperidine oxoamonium tetrafluoroborate (3) to the corresponding radical cation. The rate and activation parameters for the reaction were determined. An electron transfer mechanism is proposed based on the kinetic results.

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References

  1. D.A. Lightner and A.F. McDonagh, Acc. Chem, Res, 17 417 (1984).

    Article  CAS  Google Scholar 

  2. R. Schmidt and A.F. McDonagh, in J.B. Stanbury, J.B. Wyngaarden and D.S. Fredrickson (Eds.), The Metabolic Basis of Inherited Disease, McGraw-Hill, New York, 1987, p. 1221.

    Google Scholar 

  3. R. Stocker, Y. Yamamoto, A.F. McDonagh, A.N. Glazer and B.N. Ames, Science, 235, 1043 (1987).

    Article  CAS  Google Scholar 

  4. B. Stevens and R.D. Small Jr. Photochem. Photobiol., 23, 33 (1967).

    Article  Google Scholar 

  5. R. Kaul, H.K. Kaul, P.C. Bajpai and C.R.K. Murti, Biosci, 1, 377 (1979).

    Article  CAS  Google Scholar 

  6. E. Knobloch, F. Mandys and R. Hodr, J. Chromotogr. Biomedical Applications, 428, 255 (1988).

    Article  CAS  Google Scholar 

  7. E. Knobloch, R. Hodr, J. Herzmann and V. Houdkova, J. Chromotogr., 375, 245 (1986).

    Article  CAS  Google Scholar 

  8. Q.-X. Guo, L. Yang, B. Liu and Y.-C. Liu, Chem. Res. Chin. Univ., 8, 301 (1992). [Analysis for (BR** BF4) caled for C33H36BF4N4O4: C, 58.97; H, 5.40; N, 8.34. Found C, 59.21; H, 5.94; N, 7.93. λmax(CH3CN): 650 nm.]

    CAS  Google Scholar 

  9. F.A. Bell, A. Ledwith and D.C. Sherrington, J. Chem. Soc., Commun., 2717 (1969).

  10. R.I. Zhdanov, V.A. Golubev, V.M. Gida and E.G. Rozantsev, Dokl. Akad. Nauk. SSSR, 196, 856 (1971).

    CAS  Google Scholar 

  11. R. Brodersen, J. Biol. Chem., 254, 2364 (1979).

    CAS  Google Scholar 

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Authors and Affiliations

  1. National Laboratory of Applied Organic Chemistry, Lanznou University, 730000, Lanzhou, P.R. China

    Qing -Xiang Guo, Jun Wang, Xia Guo, Yong -Li Bai & You -Cheng Liu

  2. Department of Modern Chemistry, University of Science and Technology of China, 230026, Hefei, P.R. China

    Qing -Xiang Guo, Jun Wang, Xia Guo, Yong -Li Bai & You -Cheng Liu

Authors
  1. Qing -Xiang Guo
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  2. Jun Wang
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  3. Xia Guo
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  4. Yong -Li Bai
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  5. You -Cheng Liu
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Guo, Q.X., Wang, J., Guo, X. et al. Kinetics and mechanism of one-electron oxidation of bilirubin in dichloromethane solution. Res. Chem. Intermed. 22, 23–29 (1996). https://doi.org/10.1163/156856796X00340

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  • DOI: https://doi.org/10.1163/156856796X00340

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