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Volumn 83, Issue 4, 2001, Pages 289-300

Synthetic active site analogues of heme-thiolate proteins: Characterization and identification of intermediates of the catalytic cycles of cytochrome P450cam and chloroperoxidase

(3) Woggon, Wolf D a Wagenknecht, Hans Achim a Claude, Cecile a

a UNIVERSITY OF BASEL (Switzerland)

Author keywords

Chloroperoxidase; Cytochrome P450; Enzyme models; Heme thiolate proteins; Reaction mechanism; Redoxpotential; Spin state

Indexed keywords

CAMPHOR 5 MONOOXYGENASE; CHLORIDE PEROXIDASE; PROTEIN;

ARTICLE; CATALYSIS; CHLORINATION; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; MODEL; OXIDATION REDUCTION POTENTIAL; REACTION ANALYSIS;

BINDING SITES; CAMPHOR 5-MONOOXYGENASE; CATALYSIS; CHLORIDE PEROXIDASE; CHLORIDES; HEME; HYDROGEN PEROXIDE; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR CONFORMATION; OXIDATION-REDUCTION; SULFHYDRYL COMPOUNDS;

EID: 0035114957 PISSN: 01620134 EISSN: None Source Type: Journal
DOI: 10.1016/S0162-0134(00)00175-6 Document Type: Article

Times cited : (56)

References (86)

1
- 33845281095
- and references therein.
- (1987) Chem. Rev. , vol.87 , pp. 1255-1276
- Dawson, J.H.¹ Sono, M.²

2
- 0039812510
- and references therein.
- (1996) Chem. Rev. , vol.96 , pp. 2841-2887
- Sono, M.¹ Roach, M.P.² Coulter, E.D.³ Dawson, J.H.⁴

3
- 0005931168
- Cytochrome P450. Structure, Mechanism, and Biochemistry, 2nd Edition, New York: Plenum
- (1995)
- Ortiz de Montellano, P.¹

4
- 0000945213
- and references therein.
- (1997) Structure Bonding , vol.88 , pp. 175-205
- Wong, L.L.¹ Westlake, A.C.G.² Nickerson, D.P.³

5
- 0000915850
- (1985) J. Biol. Chem. , vol.260 , pp. 6122-6130
- Poulos, T.L.¹ Finzel, B.C.² Gunsalus, I.C.³ Wagner, G.C.⁴ Kraut, J.⁵

6
- 0022919721
- (1986) Biochemistry , vol.25 , pp. 5314-5322
- Poulos, T.L.¹ Finzel, B.C.² Howard, A.J.³

7
- 0023645035
- (1987) J. Mol. Biol. , vol.195 , pp. 687-700
- Poulos, T.L.¹ Finzel, B.C.² Howard, A.J.³

8
- 0024579824
- (1989) Biochemistry , vol.28 , pp. 917-922
- Raag, R.¹ Poulos, T.L.²

9
- 0024974060
- (1989) Biochemistry , vol.28 , pp. 7586-7592
- Raag, R.¹ Poulos, T.L.²

10
- 0025761693
- (1991) Biochemistry , vol.30 , pp. 2674-2684
- Raag, R.¹ Poulos, T.L.²

11
- 0024294403
- and references therein.
- (1988) Science , vol.240 , pp. 433-439
- Dawson, J.H.¹

12
- 0002819784
- and references therein.
- (1996) Top. Curr. Chem. , vol.184 , pp. 39-96
- Woggon, W.D.¹

13
- 0034088779
- (2000) Science , vol.287 , pp. 1615-1622
- Schlichting, I.¹ Berendzen, J.² Chu, K.³ Stock, A.M.⁴ Maves, S.A.⁵ Benson, D.E.⁶ Sweet, R.M.⁷ Ringe, D.⁸ Petsko, G.A.⁹ Sligar, S.G.¹⁰

14
- 0002357931
- and references therein.
- (1994) Biocatalysis , vol.10 , pp. 87-111
- Franssen, M.C.R.¹

15
- 0014027412
- (1966) J. Biol. Chem. , vol.241 , pp. 1763-1768
- Morris, D.R.¹ Hager, L.P.²

16
- 0344448223
- (1992) Fresenius J. Anal. Chem. , vol.342 , pp. 827-833
- Walter, B.¹ Ballschmitter, K.²

17
- 0013964887
- (1966) Tet. Lett. , vol.44 , pp. 5337-5342
- Neidleman, S.L.¹ Diassi, P.A.² Junta, B.³ Palmere, R.M.⁴ Pan, S.C.⁵

18
- 0005925908
- (1968) Tetrahedron , vol.24 , pp. 2979-2984
- Levine, S.D.¹ Neidleman, S.L.² Oberc, M.³

19
- 0003383013
- (1968) Tet. Lett. , vol.46 , pp. 4057-4059
- Neidleman, S.L.¹ Levine, S.D.²

20
- 0000235310
- (1992) J. Org. Chem. , vol.57 , pp. 3748-3750
- Liu, K.K.C.¹ Wong, C.H.²

21
- 0000227141
- (1992) J. Org. Chem. , vol.57 , pp. 7265-7270
- Fu, H.¹ Kondo, H.² Ichikawa, Y.³ Look, G.C.⁴ Wong, C.H.⁵

22
- 0033607254
- (1999) Proc. Natl. Acad. Sci. USA , vol.96 , pp. 12412-12417
- Yi, X.¹ Mroczko, M.² Manoj, K.M.³ Wang, X.⁴ Hager, L.P.⁵

23
- 0001127948
- (1976) Proc. Natl. Acad. Sci. USA , vol.73 , pp. 1078-1082
- Sligar, S.G.¹ Gunsalus, I.C.²

24
- 0019877147
- (1981) J. Biol. Chem. , vol.256 , pp. 6721-6728
- Hintz, M.J.¹ Peterson, J.A.²

25
- 0005961221
- (1982) J. Biol. Chem. , vol.257 , pp. 4324-4332
- Hintz, M.J.¹ Mock, D.M.² Peterson, L.L.³ Tuttle, K.⁴ Peterson, J.A.⁵

26
- 0015926810
- (1973) Biochemistry , vol.12 , pp. 258-265
- Sharrock, M.E.¹ Münck, P.G.² Debrunner, P.G.³ Marshall, V.⁴ Lipscomb, J.D.⁵ Gunsalus, I.C.⁶

27
- 0019330820
- (1980) Biochemistry , vol.19 , pp. 3590-3599
- Lipscomb, J.D.¹

28
- 33845379583
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 5018-5019
- Fisher, M.A.¹ Sligar, S.G.²

29
- 0001851317
- (1996) J. Biol. Inorg. Chemistry , vol.1 , pp. 356-359
- Poulos, T.L.¹

30
- 84987492795
- (1987) Helv. Chim. Acta , vol.70 , pp. 1173-1193
- Stäubli, B.¹ Fretz, H.² Piantini, U.³ Woggon, W.D.⁴

31
- 0005994451
- Dissertation, Universität Zürich
- (1994)
- Ghirlanda, S.L.¹

32
- 0030455533
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 12826-12827
- Ueyama, N.¹ Nishikawa, N.² Yamada, Y.³ Okamura, T.A.⁴ Nakamura, A.⁵

33
- 0032477282
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 12264-12273
- Ueno, T.¹ Kousumi, Y.² Yoshizawa-Kunagaye, K.³ Nakajima, K.⁴ Ueyama, N.⁵ Okamura, T.A.⁶ Nakamura, A.⁷

34
- 0017137164
- (1976) Biochemistry , vol.15 , pp. 4748-4754
- Makino, R.¹ Chiang, R.² Hager, L.P.³

35
- 0005965570
- Dissertation, Universität Basel
- (1998)
- Forrer, O.¹

36
- 0001694948
- (1998) Helv. Chim. Acta , vol.81 , pp. 1506-1520
- Wagenknecht, H.A.¹ Claude, C.² Woggon, W.D.³

37
- 0029640123
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 8243-8251
- Thomann, H.¹ Bernardo, M.² Goldfarb, D.³ Kroneck, P.M.H.⁴ Ullrich, V.⁵

38
- 0029942501
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 2686-2693
- Goldfarb, D.¹ Bernardo, M.² Thomann, H.³ Kroneck, P.M.H.⁴ Ullrich, V.⁵

39
- 0001621422
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 8775-8779
- Harris, D.¹ Loew, G.²

40
- 0030602005
- (1996) J. Mol. Catal. A , vol.113 , pp. 393-402
- Aissaoui, H.¹ Ghirlanda, S.² Gmür, C.³ Woggon, W.D.⁴

41
- 0032538786
- (1998) Angew. Chem. Int. Ed. Engl. , vol.37 , pp. 2998-3002
- Aissaoui, H.¹ Bachmann, R.² Schweiger, A.³ Woggon, W.D.⁴

42
- 0014831242
- (1970) Proc. Natl. Acad. Sci. USA , vol.66 , pp. 1157-1163
- Tsai, R.¹ Yu, C.A.² Gunsalus, I.C.³ Peisach, J.⁴ Blumberg, W.⁵ Orme-Johnson, W.H.⁶ Beinert, H.⁷

43
- 0001428732
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 2724-2735
- Scholes, C.P.¹ Lapidot, A.² Mascarenhas, R.³ Inubushi, T.⁴ Isaacson, R.A.⁵ Feher, G.⁶

44
- 0000385492
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 1167-1170
- Lobrutto, R.¹ Scholes, C.P.² Wagner, G.C.³ Gunsalus, I.C.⁴ Debrunner, P.G.⁵

45
- 0028066239
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 5989-5990
- Fann, Y.C.¹ Gerber, N.C.² Osmulski, P.A.³ Hager, L.P.⁴ Sligar, S.G.⁵ Hoffman, B.M.⁶

46
- 0005967717
- T. Wesoloski, University of Geneva, personal communication.

47
- 0005966730
- M. Lochner, W.-D. Woggon. Work is in progress to mimic the significance of the protein's electric field through attachment of positively charged substituents to the Kemp acids of 15, in preparation.

48
- 0029140873
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 3312-3313
- Newcomb, M.¹ Le Tadic, M.H.² Putt, D.A.³ Hollenberg, P.F.⁴

49
- 0029197421
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 12085-12091
- Newcomb, M.¹ Le Tadic-Biadatti, M.H.² Chestney, D.L.³ Roberts, E.S.⁴ Hollenberg, P.F.⁵

50
- 0032511425
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 7719-7729
- Toy, P.H.¹ Newcomb, M.² Hollenberg, P.F.³

51
- 0032561001
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 9718-9719
- Toy, P.¹ Newcomb, M.² Coon, M.J.³ Vaz, A.D.N.⁴

52
- 0034355169
- (2000) Chimia , vol.54 , pp. 83-88
- Chergui, M.¹

53
- 0034598544
- (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 260-263
- de Feyter, S.¹ Diau, E.W.G.² Zewail, A.H.³

54
- 0031077496
- (1997) J. Phys. Chem. A , vol.101 , pp. 1567-1579
- Pavlov, M.R.A.¹ Blomberg, M.R.A.² Siegbahn, P.E.M.³ Wesendrup, R.⁴ Heinemann, C.⁵ Schwarz, H.⁶

55
- 0030864679
- (1997) Chem. Eur. J. , vol.3 , pp. 1315-1323
- Hertwig, R.H.¹ Seemeyer, K.² Schwarz, H.³ Koch, W.⁴

56
- 0032540652
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 5704-5712
- Van Koppen, P.A.M.¹ Bowers, M.T.² Haynes, C.L.³ Armentrout, P.B.⁴

57
- 0030936842
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 1773-1786
- Danovich, D.¹ Shaik, S.²

58
- 0001753248
- (1998) J. Phys. Chem. A , vol.102 , pp. 3835-3846
- Filatov, M.¹ Shaik, S.²

59
- 0032573843
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 564-572
- Yoshizawa, K.¹ Shiota, Y.² Yamabe, T.³

60
- 11644305451
- (1998) Organometallics , vol.17 , pp. 2825-2831
- Yoshizawa, K.¹ Shiota, Y.² Yamabe, T.³

61
- 0000387255
- (1999) J. Chem. Phys. , vol.111 , pp. 538-545
- Yoshizawa, K.¹ Shiota, Y.² Yamabe, T.³

62
- 84987589078
- (1992) Helv. Chim. Acta , vol.75 , pp. 1281-1287
- Schröder, D.¹ Schwarz, H.²

63
- 0001590480
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 1096-1100
- Becker, H.¹ Schröder, D.² Zummack, W.³ Schwarz, H.⁴

64
- 0033550522
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 147-153
- Yoshizawa, K.¹ Shiota, Y.² Yamabe, T.³

65
- 33748243123
- (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1973-1995
- Schröder, D.¹ Schwarz, H.²

66
- 0031979212
- (1998) Chem. Eur. J. , vol.4 , pp. 193-199
- Shaik, S.¹ Filatov, M.² Schröder, D.³ Schwarz, H.⁴

67
- 0000185874
- (1988) J. Phys. Chem. , vol.92 , pp. 2109-2115
- Carter, E.A.¹ Goddard III, W.A.²

68
- 12044249154
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 10734-10741
- Fiedler, A.¹ Schröder, D.² Shaik, S.³ Schwarz, H.⁴

69
- 84987350931
- (1995) Helv. Chim. Acta , vol.78 , pp. 1393-1407
- Shaik, S.¹ Danovich, D.² Fiedler, A.³ Schröder, D.⁴ Schwarz, H.⁵

70
- 0020486595
- (1982) Biochemistry , vol.21 , pp. 370-377
- Gelb, M.H.¹ Heimbrook, D.C.² Malkonen, P.³ Sligar, S.G.⁴

71
- 0032862092
- (1999) Helv. Chim. Acta , vol.82 , pp. 1784-1797
- Harris, N.¹ Shaik, S.² Schröder, D.³ Schwarz, H.⁴

72
- 0000540460
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 3415-3420
- Ortiz de Montellano, P.R.¹ Stearns, R.A.²

73
- 0024443560
- (1989) Drug Metab. Rev. , vol.20 , pp. 183-191
- Ortiz de Montellano, P.R.¹ Stearns, R.A.²

74
- 0001625908
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 5699-5707
- Bowry, V.W.¹ Ingold, K.U.²

75
- 0005958104
- (1992) J. Biol. Chem. , vol.267 , pp. 1755-1769
- Libby, R.D.¹ Shedd, A.L.² Phipps, A.K.³ Beachy, T.M.⁴ Gerstberger, S.M.⁵

76
- 0023156463
- (1987) Arch. Biochem. Biophys. , vol.252 , pp. 292-302
- Dunford, H.B.¹ Lambeir, A.M.² Kashem, M.A.³ Pickard, M.⁴

77
- 0030951534
- (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 390-392
- Wagenknecht, H.A.¹ Woggon, W.D.²

78
- 0016856701
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 1427-1439
- Collman, J.P.¹ Gagne, R.R.² Reed, C.A.³ Halbert, T.R.⁴ Lang, G.⁵ Robinson, W.T.⁶

79
- 0022502712
- (1986) Biochemistry , vol.25 , pp. 347-356
- Sono, M.¹ Dawson, J.H.² Hall, K.³ Hager, L.P.⁴

80
- 0019335877
- (1980) Biochem. Biophys. Res. Commun. , vol.94 , pp. 1123-1127
- Palcic, M.¹ Rutter, R.² Araiso, T.³ Hager, L.P.⁴ Dunford, H.B.⁵

81
- 0031149926
- (1997) Chem. Biol. , vol.4 , pp. 367-372
- Wagenknecht, H.A.¹ Woggon, W.D.²

82
- 0029646104
- (1995) Structure , vol.3 , pp. 1367-1377
- Sundaramoorthy, M.¹ Terner, J.² Poulos, T.L.³

83
- 0017632673
- (1977) Methods Enzymol. , vol.47 , pp. 431-442
- Miles, E.W.¹

84
- 0025324282
- (1990) J. Biol. Chem. , vol.265 , pp. 12454-12461
- Blanke, S.R.¹ Hager, L.P.²

85
- 0005965573
- Dissertation, University of Basel
- (1998)
- Wagenknecht, H.A.¹

86
- 0005930491
- C. Claude, W.-D. Woggon, in preparation.

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