ortho-Hydroxylation of 4-tert-butylphenol by nonheme iron(iii) complexes as a functional model reaction for tyrosine hydroxylase

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Takuzo Funabiki, Tomomasa Yokomizo, Shinko Suzuki and Satohiro Yoshida


Abstract

Hydroxylation of 4-tert-butylphenol to 4-tert-butylcatechol is performed by a catecholatoiron(III) complex–hydroquinone–O2 system which mimicks the roles of Fe2+ and Fe3+ in tyrosine hydroxylase; the ortho-hydroxylation of phenols by iron–oxygen active species is suggested.


References

  1. J. Haavik, K. K. Andersson, L. Petersson and T. Flatmark, Biochim. Biophys. Acta, 1988, 953, 142 CrossRef CAS.
  2. I. Michaud-Soret, K. K. Andersson and L. Que Jr., Biochemistry, 1995, 34, 5504 CrossRef CAS.
  3. K. K. Andersson, D. D. Cox, L. Que Jr., T. Flatmark and J. Haavik, J. Biol. Chem., 1988, 263, 18621 CAS.
  4. K. K. Andersson, C. Vassort, B. A. Brennan, L. Que Jr., J. Haavik, T. Flatmark, F. Gros and J. Thibault, Biochem. J., 1992, 284, 687 CAS.
  5. T. A. Dix, D. M. Kuhn and S. J. Benkovic, Biochemistry, 1987, 26, 3354 CrossRef CAS.
  6. J. Haavik, B. Le Bourdelles, A. Martinez, T. Flatmark and J. Mallet, Eur. J. Biochem., 1991, 199, 371 CAS.
  7. P. F. Fitzpatrick, Biochem. Biophys. Res. Commun., 1989, 161, 211 CrossRef CAS.
  8. K. K. Andersson, J. Haavik, A. Martinez, T. Flatmark and L. Petersson, FEBS Lett., 1989, 258, 9 CrossRef CAS.
  9. J. Haavik, A. Martínez and T. Flatmark, FEBS Lett., 1990, 262, 363 CrossRef CAS.
  10. P. F. Fitzpatrick, Biochemistry, 1991, 30, 6386 CrossRef CAS.
  11. P. F. Fitzpatrick, Biochemistry, 1991, 30, 3658 CrossRef CAS.
  12. N. Kitajima, M. Ito, H. Fukui and Y. Moro-oka, J. Am. Chem. Soc., 1993, 115, 9335 CrossRef CAS.
  13. J. P. Hage and D. T. Sawyer, J. Am. Chem. Soc., 1995, 117, 5617 CrossRef CAS.
  14. T. Funabiki, H. Kojima, M. Kaneko, T. Inoue, T. Yoshioka, T. Tanaka and S. Yoshida, Chem. Lett., 1991, 2143 CAS.
  15. T. Funabiki, M. Ishikawa, Y. Nagai, J. Yorita and S. Yoshida, J. Chem. Soc., Chem. Commun., 1994, 1951 RSC.
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