Synthesis, characterization and stereoselective catalytic oxidations of chelated deuterohaemin-glycyl-L-histidine complexes

Inorganica Chimica Acta

Volumn 273, Issue 1-2, 1998, Pages 339-345

  Monzani, Enrico ^a   Linati, Laura ^a   Casella, Luigi ^a   De Gioia, Luca ^b   Favretto, Marina ^b   Gullotti, Michele ^b   Chillemi, Francesco ^b  

^a UNIVERSITY OF PAVIA   (Italy)

^b UNIVERSITY OF MILAN   (Italy)

Author keywords

Catalytic oxidations; Deuterohaemin complexes; Haem peptide complexes

Indexed keywords

AMINO ACIDS; CATALYSTS; CATALYTIC OXIDATION; ESTERS; IRON COMPOUNDS; ISOMERS; MOLECULAR DYNAMICS; OXIDATION; PHENOLS; PLANTS (BOTANY); PROPIONIC ACID; REACTION KINETICS; STEREOSELECTIVITY; SUBSTRATES; SYNTHESIS (CHEMICAL);

AROMATIC SUBSTRATES; DEUTEROHAEMIN COMPLEXES; ELECTRON TRANSFER PROCESS; HISTIDINE RESIDUES; PEPTIDE COMPLEX; PHENOLIC COMPOUNDS; PHENOLIC SUBSTRATES; PORPHYRIN MACROCYCLE;

COORDINATION REACTIONS;

EID: 0001403222     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/s0020-1693(97)06029-5     Document Type: Article

References (41)

1. (a) D. Mansuy, Coord. Chem. Rev., 125 (1993) 129;
2. (b) B. Meunier, in F. Montanari and L. Casella (eds.), Metalloporphyrins Catalyzed Oxidations, Kluwer, Dordrecht, 1994, p. 1;
3. (c) M. Hirobe, Pure and Appl. Chem., 66 (1994) 729.
4. (a) P.E. Ellis and J.E. Lyons, Coord. Chem. Rev., 105 (1990) 181;
5. (b) J.E. Lyons and P.E. Ellis, Catal. Lett., 8 (1991) 45;
6. (c) M.W. Grinstaff, M.G. Hill, J.A. Labinger and H.B. Gray, Science, 264 (1994) 1311;
7. (d) J.A. Labinger, Catal. Lett., 26 (1994) 95;
8. (e) M.W. Grinstaff, M.G. Hill, E.R. Birnbaum, W.P. Shaefer, J.A Labinger and H.B. Gray, Inorg. Chem., 34 (1995) 4896.
9. (a) J.P. Collman, X. Zhang, V.J. Lee, E.S. Uffelman and J.I. Brauman, Science, 261 (1993) 1404;
10. (b) T. Boschi, S. Licoccia, R. Paolesse and P. Tagliatesta, in F. Montanari and L. Casella (eds.), Metalloporphyrins Catalyzed Oxidations, Kluwer, Dordrecht, 1994, p. 239.
11. (a) J. Aron, D.A. Baldwin, H.M. Marques, J.M. Pratt and P.A. Adams, J. Inorg. Biochem., 27 (1986) 227;
12. (b) P.A. Adams and R.D. Goold, J. Chem. Soc. Chem. Commun., (1990) 97;
13. (c) P.A. Adams and C. Adams, J. Inorg. Biochem., 34 (1988) 177;
14. (d) T.G. Traylor and F. Xu, J. Am. Chem. Soc., 112 (1990) 178;
15. (e) J.S. Wang, H.K. Baek and H.E. Van Wart, Biochem. Biophys. Res. Commun., 179 (1991) 1320;
16. (f) O.Q. Munro and H.M. Marques, Inorg. Chem., 35 (1996) 3752;
17. (g) D.W. Low, H.B. Gray and J.Ø. Duus, J. Am. Chem. Soc., 119 (1997) 1;
18. (h) A.M. Osman, J. Koerts, M.G. Boersma, S. Boeren, C. Veeger and I.M.C.M. Rietjens, Eur J. Biochem., 240 (1996) 232.
19. (a) C.T. Choma, J.D. Lear, M.J. Nelson, P.L. Dutton, D.E. Robertson and W.F. DeGrado, J. Am. Chem. Soc., 116 (1994) 856;
20. (b) D.E. Robertson, R.S. Farid, C.C. Moser, J.L. Urbaner, S.E. Mulholland, R. Pidikiti, J.D. Lear, A.J. Wand, W.F. DeGrado and P.L. Dutton, Nature (London), 368 (1994) 425;
21. (c) D.R. Benson, B.R. Hart, X. Zhu and M.B. Doughty, J. Am. Chem. Soc., 117 (1995) 8502;
22. (d) F. Nastri, A. Lombardi, G. Morelli, O. Maglio, G. D'Auria, C. Pedone and V. Pavone, Chem. Eur. J., 3 (1997) 340.
23. (a) T. Sasaki and E.T. Kaiser, J. Am. Chem. Soc., 111 (1989) 380;
24. (b) T. Sasaki and E.T. Kaiser, Biopolymers, 29 (1990) 79.
25. (a) L. Casella, M. Gullotti, L. De Gioia, E. Monzani and F. Chillemi, J. Chem. Soc., Dalton Trans., (1991) 2945;
26. (b) L. Casella, M. Gullotti, E. Monzani, L. De Gioia and F. Chillemi, Rend. Fis. Acc. Lincei, 9 (2) (1991) 201;
27. (c) L. Casella, M. Gullotti, L. De Gioia, R. Bartesaghi and F. Chillemi, J. Chem. Soc., Dalton Trans., (1993) 2233;
28. (d) L. Casella, E. Monzani, P. Fantucci, M. Gullotti, L. De Gioia, A. Strini and F. Chillemi, Inorg. Chem., 35, (1996) 439.
29. J.H. Fuhrhop and K.M. Smith, Laboratory Methods in Porphyrin and Metalloporphyrin Research, Elsevier. Amsterdam, 1975, p. 17.
30. L. Casella, S. Poli, M. Gullotti, C. Selvaggini, T. Beringhelli and A. Marchesini, Biochemistry, 33 (1994) 6377.
31. P. Douber-Osguthorpe, V.A. Roberts, D.I. Osguthorphe, J. Wolff, A.T. Genest and A.T. Hagler, Proteins: Struct. Funct. Genet., 4 (1988) 31.
32. L. Angelucci, L. De Gioia and P. Fantucci, Gazz. Chim. Ital., 123 (1993) 111.
33. D.H.J. Mackay, A.J. Cross and A.T. Hagler, in G. Fasman (ed.), Prediction of Protein Structure and the Principles of Protein Conformation. Plenum, New York, 1989, p. 317.
34. I. Bertini and C. Luchinat, NMR of Paramagnetic Molecules, Benjamin/Cummings. Menlo Park, CA, 1986, Ch. 7.
35. (a) T.L. Poulos, Adv. Inorg. Biochem., 7 (1988) 1;
36. (b) P.R. Ortiz de Montellano, Annu. Rev. Pharmacol. Toxicol., 33 (1992) 89;
37. (c) L. Casella and S. Colonna, in F. Montanari and L. Casella (eds.), Metalloporphyrins Catalyzed Oxidations, Kluwer, Dordrecht. 1994, p. 307.
38. B. Meunier, Chem. Rev., 92 (1992) 1411.
39. (a) V. Thanabal, J.S. De Ropp and G.N. La Mar, J. Am. Chem. Soc., 110 (1988) 3027;
40. (b) J.D. Satterlee, J.E. Erman, J.M. Mauro and J. Kraut, Biochemistry, 29 (1990) 8797;
41. (c) L. Banci, I. Bertini, P. Turano, M. Tien and T.K. Kirk, Proc. Natl. Acad. Sci. USA, 88 (1991) 6956.