Copper(I)-phenolate complexes as models of the reduced active site of galactose oxidase: Synthesis, characterization, and O2 reactivity

Journal of Biological Inorganic Chemistry

Volumn 8, Issue 4, 2003, Pages 381-393

  Jazdzewski, Brian A ^a   Reynolds, Anne M ^a   Holland, Patrick L ^a   Young Jr , Victor G ^a   Kaderli, Susan ^b   Zuberbühler, Andreas D ^b   Tolman, William B ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

^b UNIVERSITY OF BASEL   (Switzerland)

Author keywords

Copper; Cryogenic stopped flow; Dioxygen; Galactose oxidase; Superoxo complex

Indexed keywords

1 ISOPROPYL 1,5 DIAZACYCLOOCTANE; 1,4 DIISOPROPYL 1,4,7 TRIAZACYCLONONANE; 2,4 DI TERT BUTYLPHENOLATE; COPPER; GALACTOSE OXIDASE; OCTANE; OXYGEN; PHENOL DERIVATIVE; PROPANE; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; COMPLEX FORMATION; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; ENZYME BINDING; ENZYME KINETICS; ENZYME STABILITY; ENZYME STRUCTURE; ENZYME SYNTHESIS; EXCITATION; LOW TEMPERATURE; OXYGENATION; PRIORITY JOURNAL; RAMAN SPECTROMETRY; THERMODYNAMICS; ULTRAVIOLET SPECTROSCOPY; VIBRATION; X RAY CRYSTALLOGRAPHY;

EID: 0037717020     PISSN: 09498257     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00775-002-0420-9     Document Type: Article

References (78)

1. Whittaker JW (1994) In: Sigel H, Sigel A (eds) Metalloenzymes involving amino acid residues and related radicals. Dekker, New York, pp 315-360
2. Knowles PF, Ito N (1994) Perspectives in bio-inorganic chemistry. Jai Press, London, pp 207-244
3. Borman CD, Saysell CG, Sokolowski A, Twitchett MB, Wright C, Sykes AG (1999) Coord Chem Rev 190-192:771-779
4. Halcrow M, Phillips S, Knowles P (2000) In: Holzenburg A, Scrutton NS (eds) Subcellular biochemistry, vol 35. Plenum, New York, pp 183-231
5. Whittaker MM, Kersten PJ, Nakamura N, Sanders-Loehr J, Schweizer ES, Whittaker JW (1996) J Biol Chem 271: 681-687
6. Whittaker MM, Kersten PJ, Cullen D, Whittaker JW (1999) J Biol Chem 274:36226-36232
7. Stubbe J, van der Donk WA (1998) Chem Rev 98:705-762
8. Whittaker MM, Ballou DP, Whittaker JW (1998) Biochemistry 37:8426-8436
9. Borman CD, Saysell CG, Sykes AG (1997) J Biol Inorg Chem 2:480-487
10. Wachter RM, Montague-Smith MP, Branchaud BP (1997) J Am Chem Soc 119:7743-7749
11. Rothlisberger U, Carloni P, Doclo K, Parrinello M (2000) J Biol Inorg Chem 5:236-250
12. Himo F, Eriksson LA, Maseras F, Siegbahn PEM (2000) J Am Chem Soc 122:8031-8036
13. Whittaker MM, Whittaker JW (2001) Biochemistry 40:7140-7148
14. Clark K, Penner-Hahn JE, Whittaker MM, Whittaker JW (1990) J Am Chem Soc 112:6433-6434
15. Clark K, Penner-Hahn JE (1994) Biochemistry 33:12553-12557
16. Solomon EI, Chen P, Metz M, Lee S-K, Palmer AE (2001) Angew Chem Int Ed 40:4570-4590
17. Blackman AG, Tolman WB (2000) In: Meunier B (ed) Metaloxo and metal-peroxo species in catalytic oxidations. Springer, Berlin Heidelberg New York, pp 179-211
18. Schindler S (2000) Eur J Inorg Chem 2311-2326
19. Karlin KD, Tolman WB, Kaderli S, Zuberbühler AD (1997) J Mol Catal A 117:215-222
20. Kopf M-A, Karlin KD (2000) In: Meunier B (ed) Biomimetic oxidations catalyzed by transition metal complexes. Imperial College Press, London, pp 309-362
21. Karlin KD, Zuberbühler AD (1999) In: Reedijk J (ed) Bioinorganic catalysis, 2nd edn. Dekker, New York, pp 469-534
22. Kitajima N, Moro-oka Y (1994) Chem Rev 94:737-757
23. Wachter RM, Branchaud BP (1998) Biochim Biophys Acta 1384:43-54
24. Fujisawa K, Tanaka M, Moro-oka Y, Kitajima N (1994) J Am Chem Soc 116:12079-12080
25. Spencer DJE, Aboelella NW, Reynolds AM, Holland PL, Tolman WB (2002) J Am Chem Soc 124:2108-2809
26. Aboelella NW, Lewis EA, Reynolds AM, Brennessel WW, Cramer CJ, Tolman WB (2002) J Am Chem Soc 124:10660-10661
27. Jazdzewski BA, Tolman WB (2000) Coord Chem Rev 200-202:633-685
28. Itoh S, Taki M, Fukuzumi S (2000) Coord Chem Rev 198:3-20
29. Chaudhuri P, Wieghardt K (2001) Prog Inorg Chem 50:151-216
30. Gagné RR, Kreh RP, Dodge JA (1979) J Am Chem Soc 101:6917-6927
31. Sorrell TN, Borovik AS (1984) J Chem Soc Chem Commun 1489-1490
32. Sorrell TN, Shen CC, O'Conner CJ (1987) Inorg Chem 26:1755-1758
33. Karlin KD, Cruse RW, Gultneh Y, Farooq A, Hayes JC, Zubieta J (1987) J Am Chem Soc 109:2668-2679
34. (2001) Cambridge Crystallographic Database, vol 5.21, April
35. Fiashi P, Floriani C, Pasquali M, Chiei-Villa A, Guastini C (1984) J Chem Soc Chem Commun 888-890
36. Sorrell TN, Borovik AS, Shen CC (1986) Inorg Chem 25:589-590
37. Chaudhuri P, Hess M, Weyhermüller T, Wieghardt K (1999) Angew Chem Int Ed 38:1095-1098
38. Wang Y, DuBois JL, Hedman B, Hodgson KO, Stack TDP (1998) Science 279:537-540
39. Jazdzewski BA, Young VG Jr, Tolman WB (1998) Chem Commun 2521-2522
40. Jazdzewski BA (2000) PhD Thesis, University of Minnesota
41. Houser RP, Young VG Jr, Tolman WB (1996) J Am Chem Soc 118:2101-2102
42. Sokolowski A, Müller J, Weyhermüller T, Schnepf R, Hildebrandt P, Hildenbrand K, Bothe E, Wieghardt K (1997) J Am Chem Soc 119:8889-8900
43. Halfen JA, Jazdzewski BA, Mahapatra S, Berreau LM, Wilkinson EC, Que L Jr, Tolman WB (1997) J Am Chem Soc 119:8217-8227
44. Halfen JA, Young VG Jr, Tolman WB (1996) Angew Chem Int Ed Engl 35:1687-1690
45. Meyer EM, Gambarotta S, Floriani C, Chiesi-Villa A, Guastini C (1989) Organometallics 8:1067-1079
46. Lappert MF, Pearce R (1973) J Chem Soc Chem Commun 24-25
47. Jarvis JA, Kilbourn BT, Pearce R, Lappert MF (1973) J Chem Soc Chem Commun 475-476
48. Jarvis JA, Pearce R, Lappert MF (1977) J Chem Soc Dalton Trans 999-1003
49. Brookhart M, Grant B, AF Volpe J (1992) Organometallics 11:3920-3922
50. Reedy BJ, Murthy NN, Karlin KD, Blackburn NJ (1995) J Am Chem Soc 117:9826-9831
51. LeCloux DD, Lippard SJ (1997) Inorg Chem 36:4035-4036
52. Dagdigian JV, McKee V, Reed CA (1982) Inorg Chem 21:1332-1342
53. Halfen JA, Mahapatra S, Wilkinson EC, Gengenbach AJ, Young VG Jr, Que L Jr, Tolman WB (1996) J Am Chem Soc 118:763-776
54. Karlin KD, Wei N, Jung B, Kaderli S, Niklaus P, Zuberbühler AD (1993) J Am Chem Soc 115:9506-9514
55. Lee D-H, Wei N, Murthy NN, Tyeklar Z, Karlin KD, Kaderli S, Jung B, Zuberbühler AD (1995) J Am Chem Soc 117:12498-12513
56. Tyeklar Z, Jacobson RR, Wei N, Murthy NN, Zubieta J, Karlin KD (1993) J Am Chem Soc 115:2677-2689
57. Baldwin MJ, Ross PK, Pate JE, Tyeklar Z, Karlin KD, Solomon EI (1991) J Am Chem Soc 113:8671-8679
58. Solomon EI, Tuczek F, Root DE, Brown CA (1994) Chem Rev 94:827-856
59. Nakamoto K (1997) Infrared and Raman spectra of inorganic and coordination compounds, part B, 5th edn. Wiley, New York, pp 97-101
60. Qin K, Incarvito CD, Rheingold AL, Theopold KH (2002) Angew Chem Int Ed 41:2333-2335
61. Tarafder MTH, Anwarul Islam AAM (1989) Polyhedron 8:109-112
62. Nour EM, Morsy S (1986) Inorg Chim Acta 117:45-48
63. Crayston JA, Davidson G (1986) Spectrochim Acta A 42:1311-1316
64. Hasegawa K, Imamura T, Fujimoto M (1986) Inorg Chem 25:2154-2160
65. Weselucha-Birczynska A, Proniewicz LM, Bajdor K, Nakamoto K (1991) J Raman Spectrosc 22:315-319
66. Que L Jr (1988) Biological applications of Raman spectroscopy. Wiley, New York, pp 491-521
67. Pyrz JW, Roe AL, Stern LJ, Que L Jr (1985) J Am Chem Soc 107:614-620
68. Müller J, Weyhermüller T, Bill E, Hildebrandt P, Ould-Moussa L, Glaser T, Wieghardt K (1998) Angew Chem Int Ed 37:616-619
69. Bol JE, Driessen WL, Ho RYN, Maase B, Que L Jr, Reedijk J (1997) Angew Chem Int Ed Engl 36:998-1000
70. Halfen JA, Young VG Jr, Tolman WB (1996) J Am Chem Soc 118:10920-10921
71. Baldwin MJ, Root DE, Pate JE, Fujisawa K, Kitajima N, Solomon EI (1992) J Am Chem Soc 114:10421-10431
72. Lynch WE, Kurtz DM Jr, Wang S, Scott RA (1994) J Am Chem Soc 116:11030-11038
73. Lam BMT, Halfen JA, Young VG Jr, Hagadorn JR, Holland PL, Lledós A, Cucurull-Sánchez L, Novoa JJ, Alvarez S, Tolman WB (2000) Inorg Chem 39:4059-4072
74. Henson MJ, Mahadevan V, Stack TDP, Solomon EI (2001) Inorg Chem 40:5068-5069
75. Karlin KD, Wei N, Jung B, Kaderli S, Zuberbühler AD (1991) J Am Chem Soc 113:5868-5870
76. Becker M, Heinemann FW, Schindler S (1999) Chem Eur J 5:3124-3129
77. Karlin KD, Lee D-H, Kaderli S, Zuberbühler AD (1997) Chem Commun 475-476
78. Wei N, Murthy NN, Tyeklar Z, Karlin KD (1994) Inorg Chem 33:1177-1183