Oxygenation of 4-tert-butylcatechol catalysed by a manganese(II) complex: Implications for extradiol catechol dioxygenases

Transition Metal Chemistry

Volumn 28, Issue 8, 2003, Pages 871-880

  Shaikh, Nizamuddin ^a   Panja, Anangamohan ^a   Banerjee, Pradyot ^a   Ali, Mahammad ^b  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

^b JADAVPUR UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL BONDS; COLUMN CHROMATOGRAPHY; ENZYMES; MANGANESE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

OXYGENATION;

AROMATIC COMPOUNDS;

EID: 0344033908     PISSN: 03404285     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1026333128551     Document Type: Article

References (46)

1. L. Que Jr. and R.Y.N. Ho, Chem. Rev., 96, 2607 (1996).
2. T.D.H. Bugg and C.J. Winfield, Nat. Prod. Rep., 15, 513 (1998).
3. T. Funabiki, A. Mizoguchi, T. Sugimoto, S. Tada, M. Tsuji, H. Sakamoto and S. Yoshida, J. Am. Chem. Soc., 108, 2921 (1986).
4. T. Funabiki, Catalysis by Metal Complexes, Kluwer Academic Publishers, Dordrecht/Boston/London, p. 19, 1997.
5. J.D. Lipscomb and A.M. Orville, Met. Ions Biol. Syst., 28, 285 (1992).
6. A.K. Whiting, Y.R. Boldt, M.P. Hendrich, L.P. Wackelt and L. Que Jr., Biochemistry, 35, 160 (1996).
7. L. Que Jr., J. Widom and R.L. Crawford, J. Biol. Chem., 256, 10941 (1981).
8. Y.R. Boldt, M.J. Sdowsky, L.B.M. Ellis, L. Que Jr. and L.P. Wackelt, J. Bacterial., 177, 1225 (1995).
9. A. Caneschi and A. Dei, Angew. Chem. Int. Ed. Engl., 37, 3005 (1998).
10. H. Toftlaund, E. Pedersen and S. Yde-Andersen, Acta. Chem. Scand. A, 38, 693 (1984).
11. B.E. Haigler, G.R. Johnson, W.-C. Suen and J.C. Spain, J. Bacteriology, 181, 965 (1999).
12. M. Mure and J.P. Klinmann, J. Am. Chem. Soc., 117, 8698 (1995).
13. M.J. Camenzid, F.J. Hollander and C.L. Hill, Inorg. Chem., 22 3776 (1983).
14. (a) M.D. Stallings, M.M. Morrison and D.T. Sawyer, Inorg. Chem., 20, 2655 (1981);
15. (b) M.M. Lynch, D.N. Hendrickson, B.J. Filzgerald and C.G. Pierpont, J. Am. Chem. Soc., 106, 2041 (1984);
16. (c) E.J. Nanni, M. Stallings and D.T. Sawyer, J. Am. Chem. Soc., 102, 4481 (1980);
17. (d) A.E. Alegria, C. Garcia, G. Santiago, G. Collazo and J. Morant, J. Chem. Soc., Perkin Trans., 1569 (2000);
18. (d) S.E. Jones, D.-H. Chin and D.T. Sawyer, Inorg. Chem., 20, 4257 (1981);
19. (e) S.K. Larsen, C.G. Pierpont, G. DeMunno and G. Dolcetti, Inorg. Chem., 25, 4828 (1986).
20. (f) A. Caneschi, F. Dei, F. Fabrizi de Biani, P. Gutlich, V. Ksenofontov, G. Levchenko, A. Hoefer and F. Renz, Chem. Eur. J., 7, 3926 (2001).
21. H. Ohtsu and S. Fukuzumi, Chem. Eur. J., 7, 4947 (2001).
22. G. Lin, G. Reid and T.D.H. Bugg, J. Am. Chem. Soc., 123, 5030 (2001).
23. K.D. Magers, C.G. Smith and D.T. Sawyer, Inorg. Chem., 17, 515 (1978).
24. O. Jimenez-Sandoval, D. Ramirez-Rosales. M.J. Rosales-Hoz, M.E. Sosa-Torres and R. Zamorano-Ulloa, J. Chem. Soc., Dalton Trans., 1551 (1998).
25. D.L. Griscom and R.E. Griscom, J. Chem. Phys., 47, 2711 (1967).
26. V.C. Quee Smith, L. DelPizzo, S.H. Jureller and J.L. Kerschner, Inorg. Chem., 35, 6461 (1996).
27. S.K. Chandra and A. Chakravorty, Inorg. Chem., 31, 760 (1992).
28. T. Funabiki, D. Sugio, N. Inui, M. Maeda and Y. Hitomi, Chem. Commun. 412 (2002).
29. N. Raffard, R. Carina, A.J. Simaan, J. Sainton, E. Riviere, L. Tchertanov, S. Bourcier, G. Bouchoux, M. Delroisse, F. Banse and J.-J. Girerd, Eur. J. Inorg. Chem., 2249 (2001).
30. G. Lin, G. Reid and T.D.H. Bugg, J. Chem. Soc., Chem Commun. 1119 (2000).
31. M. Ito and L. Que Jr., Angew. Chem. Int. Ed. Engl., 36, 1342 (1997).
32. (a) S. Mandal, Y. Lee, M.M. Purdy and L.M. Sayre, J. Am. Chem. Soc., 122, 3574 (2000).
33. (b) A.C. Rinaldi, A. Rescigno, F. Sollai, G. Soddu, N. Curreli, A. Rinaldi and A. Finazzi-Agro, E. Sanjust, Biochem. Mol. Biol. Int., 40, 189 (1996).
34. A. Dei, D. Gatteschi and L. Pardi, Inorg. Chem. 32, 1389 (1993).
35. M.A. Noordermeer, G.A. Veldink and J.F.G. Vliegenthart, Chem. Biochem., 2, 494 (2001).
36. Y. Tatsuno, M. Tatsuda and S. Otsuka, J. Chem. Soc., Chem. Commun., 1100 (1982).
37. S. Dagley and M.D. Patel, Biochem. J., 66, 227 (1957).
38. S. Dagley, P.J. Geary and J.M. Wood, Biochem. J., 109, 559 (1968).
39. (a) E.L. Spence, G.J. Langley and T.D.H. Bugg, J. Am. Chem. Soc., 118, 8336 (1996).
40. (b) T.D.H. Bugg, J. Sanvoisin and E.L. Spence, Biochem. Soc. Trans., 25, 81 (1997).
41. (c) D.M. Arciero and J. Lipscomb, J. Biol. Chem., 261, 2170 (1986).
42. (d) T.D.H. Bugg and C.J. Winfield, Natural Product Reports, 1998.
43. (a) A. Bianchi, L. Calabi, C. Giorgi, P. Losi, P. Mariani, D. Palano, P. Paoli, P. Rossi and B. Valtancoli, J. Chem. Soc., Dalton Trans., 917 (2001).
44. (b) B.C. Gilbert, N.W.J. Kamp, J.R.L. Smith and J. Oakes, J. Chem. Soc., Perkin Trans. 2, 1841 (1998).
45. (a) K. Ayougou, E. Bill, J.M. Charnock, C.D. Garner, D. Mandon, A.X. Trautwein, R. Weiss and H. Winkler, Angew. Chem. Int. Ed. Engl., 34, 343 (1995).
46. (b) R.S. Czernuszewicz, Y.O. Su, M.K. Stern, A. Macor, D. Kim, J.T. Groves and T.G. Spiro, J. Am. Chem. Soc., 110, 4158 (1988).