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Journal of the American Chemical Society

Volumn 123, Issue 26, 2001, Pages 6327-6337

Stereospecific alkane hydroxylation by non-heme iron catalysts: Mechanistic evidence for an Fev=O active species

(2) Chen, K a Que Jr , L a

a UNIVERSITY OF MINNESOTA (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EPIMERIZATION;

ALCOHOLS; CATALYSTS; ENZYMES; HYDROCARBONS; HYDROGEN BONDS; HYDROXYLATION; IRON; ISOTOPES; OXIDATION;

PARAFFINS;

ALCOHOL; ALKANE; DEUTERIUM; HYDROCARBON; HYDROGEN; HYDROXIDE; IRON; LIGAND; METHANE MONOOXYGENASE; OXYGEN; OXYGEN 18; OXYGENASE; RADICAL; WATER;

ARTICLE; CATALYST; HYDROXYLATION; STEREOSPECIFICITY;

ALKANES; BLEOMYCIN; CATALYSIS; CHEMISTRY, PHYSICAL; FERRIC COMPOUNDS; HYDROXYLATION; ISOTOPE LABELING; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NONHEME IRON PROTEINS; OXIDATION-REDUCTION; OXYGEN; OXYGENASES; PYRIDINES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0034807577 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja010310x Document Type: Article

Times cited : (458)

References (86)

1
- 0002156744
- Ortiz de Montellano, P. R., Ed.; Plenum Press: New York
- (1995) Cytochrome P-450. Structure, Mechanism, and Biochemistry, 2nd ed. , pp. 3-48
- Groves, J.T.¹ Han, Y.-Z.²

2
- 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

3
- 0000239991
- (1996) Chem. Rev. , vol.96 , pp. 2625-2658
- Wallar, B.J.¹ Lipscomb, J.D.²

4
- 0039302669
- (1996) Chem. Rev. , vol.96 , pp. 2607-2624
- Que L., Jr.¹ Ho, R.Y.N.²

5
- 0030614503
- (1997) Science , vol.275 , pp. 515-518
- Shu, L.¹ Nesheim, J.² Kauffmann, K.³ Münck, E.⁴ Lipscomb, J.D.⁵ Que L., Jr.⁶

6
- 0031836887
- (1998) J. Biol. Inorg. Chem. , vol.3 , pp. 331-336
- Lipscomb, J.D.¹ Que L., Jr.²

7
- 0030986743
- (1997) Am. Chem. Soc. , vol.119 , pp. 3103-3113
- Siegbahn, P.E.M.¹ Crabtree, R.H.J.²

8
- 0031863619
- (1998) Biol. Inorg. Chem. , vol.3 , pp. 314-317
- Siegbahn, P.E.M.¹ Crabtree, R.H.² Nordlund, P.J.³

9
- 0035910409
- (2001) J. Biol. Chem. , vol.276 , pp. 1945-1953
- Wolfe, M.D.¹ Parales, J.V.² Gibson, D.T.³ Lipscomb, J.D.⁴

10
- 0346304102
- (1998) Coord. Chem. Rev. , vol.178-180 , pp. 1555-1572
- Fontecave, M.¹ Ménage, S.² Duboc-Toia, C.³

11
- 0032818413
- (1999) Acc. Chem. Res. , vol.32 , pp. 763-771
- Shilov, A.E.¹ Shteinman, A.A.²

12
- 0033802342
- (2000) Coord. Chem. Rev. , vol.200-202 , pp. 517-544
- Costas, M.¹ Chen, K.² Que L., Jr.³

13
- 33845557435
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 2884-2886
- Groves, J.T.¹ Haushalter, R.C.² Nakamura, M.³ Nemo, T.E.⁴ Evans, B.J.⁵

14
- 0001485967
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 5964-5965
- Kim, C.¹ Chen, K.² Kim, J.³ Que L., Jr.⁴

15
- 0033533168
- (1999) Chem. Commun. , pp. 1375-1376
- Chen, K.¹ Que L., Jr.²

16
- 0003312836
- (1996) Chem. Rev. , vol.96 , pp. 2842-2888
- Sono, M.¹ Roach, M.P.² Coulter, E.D.³ Dawson, J.H.⁴

17
- 0029274199
- (1995) Am. Chem. Soc. , vol.117 , pp. 2778-2792
- Dong, Y.¹ Fujii, H.² Hendrich, M.P.³ Leising, R.A.⁴ Pan, G.⁵ Randall, C.R.⁶ Wilkinson, E.C.⁷ Zang, Y.⁸ Que L., Jr.⁹ Fox, B.G.¹⁰ Kauffmann, K.¹¹ Münck, E.J.¹²

18
- 0030956964
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 3898-3906
- Nanthakumar, A.¹ Fox, S.² Murthy, N.N.³ Karlin, K.D.⁴

19
- 0001195244
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 2677-2689
- Tyeklár, Z.¹ Jacobson, R.R.² Wei, N.³ Murthy, N.N.⁴ Zubieta, J.⁵ Karlin, K.D.⁶

20
- 33751157349
- (1994) Inorg. Chem. , vol.33 , pp. 1953-1965
- Wei, N.¹ Murthy, N.N.² Chen, Q.³ Karlin, K.D.⁴

21
- 0030960721
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 4197-4205
- Zang, Y.¹ Kim, J.² Dong, Y.³ Wilkinson, E.C.⁴ Appelman, E.H.⁵ Que L., Jr.⁶

22
- 33748216512
- (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 1512-1514
- Lubben, M.¹ Meetsma, A.² Wilkinson, E.C.³ Feringa, B.⁴ Que L., Jr.⁵

23
- 0001061073
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 11328-11335
- Kojima, T.¹ Leising, R.A.² Yan, S.³ Que L., Jr.⁴

24
- 0000203855
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 1554-1562
- Norman, R.E.¹ Yan, S.² Que L., Jr.³ Sanders-Loehr, J.⁴ Backes, G.⁵ Ling, J.⁶ Zhang, J.H.⁷ O'Connor, C.J.⁸

25
- 0002437911
- (1952) J. Chem. Soc. , pp. 3570-3579
- Burstall, F.H.¹ Nyholm, R.S.²

26
- 0027642226
- (1993) Carbohydr. Res. , vol.246 , pp. 1-11
- Elvebak II, L.E.¹ Schmitt, T.² Gray, G.R.³

27
- 0002825114
- (1981) Struct Bonding , vol.44 , pp. 83-195
- Gütlich, P.¹

28
- 33748878612
- (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 2024-2054
- Gütlich, P.¹ Hauser, A.² Spiering, H.³

29
- 0033012457
- (1999) Chem. Eur. J. , vol.5 , pp. 498-508
- Constable, E.C.¹ Baum, G.² Bill, E.³ Dyson, R.⁴ Van Eldik, R.⁵ Fenske, D.⁶ Kaderli, S.⁷ Morris, D.⁸ Neubrand, A.⁹ Neuburger, M.¹⁰ Smith, D.R.¹¹ Wieghardt, K.¹² Zehnder, M.¹³ Zuberbühler, A.D.¹⁴

30
- 15844408374
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 4373-4379
- Kim, J.¹ Harrison, R.G.² Kim, C.³ Que L., Jr.⁴

31
- 0021095665
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 6243-6248
- Groves, J.T.¹ Nemo, T.E.²

32
- 0001521744
- (1989) New J. Chem. , vol.13 , pp. 659-667
- Khenkin, A.M.¹ Shilov, A.E.²

33
- 0001824591
- (1990) New J. Chem. , vol.14 , pp. 63-67
- Sorokin, A.B.¹ Khenkin, A.M.²

34
- 0003314206
- (1998) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 2221-2226
- Dores Assis, M.¹ Lindsay Smith, J.R.²

35
- 0034690640
- (2000) J. Mol. Catal. A: Chem. , vol.156 , pp. 85-89
- Mekmouche, Y.¹ Duboc-Toia, C.² Menage, S.³ Lambeaux, C.⁴ Fontecave, M.⁵

36
- 0002405603
- (1965) Adv. Free Radical Chem. , vol.1 , pp. 1-38
- Trotman-Dickenson, A.F.¹

37
- 84918833988
- (1988) J. Phys. Chem. Ref. Data , vol.17 , pp. 513-886
- Buxton, G.V.¹ Greenstock, C.L.² Helman, W.P.³ Ross, A.B.⁴

38
- 0001479767
- (1975) Bull. Chem. Soc. Jpn. , vol.48 , pp. 526-530
- Miyajima, S.¹ Simamura, O.²

39
- 0034674290
- (2000) Chem. Eur. J. , vol.6 , pp. 2152-2159
- Roelfes, G.¹ Lubben, M.² Hage, R.³ Que L., Jr.⁴ Feringa, B.L.⁵

40
- 0003483645
- Meunier, B., Ed.; World Scientific Publishing and Imperial College Press: London Chapter 2
- (2000) Biomimetic Oxidations Catalyzed by Transition Metal Complexes
- Ingold, K.U.¹ MacFaul, P.A.²

41
- 0003377148
- (1965) J. Am. Chem. Soc. , vol.87 , pp. 2590-2596
- Bartlett, P.D.¹ Pincock, R.E.² Rolston, J.H.³ Schindel, W.G.⁴ Singer, L.A.⁵

42
- 0000897614
- (1971) J. Phys. Chem. , vol.75 , pp. 3438-3453
- Krusic, P.J.¹ Meakin, P.² Jesson, J.P.³

43
- 0007758844
- (1957) J. Am. Chem. Soc. , vol.79 , pp. 3871-3877
- Russell, G.A.¹

44
- 0003376638
- note

45
- 10144241646
- (1990) Chem. Rev. , vol.90 , pp. 585-606
- Kurtz D.M., Jr.¹

46
- 0035793683
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 949-952
- Mekmouche, Y.¹ Ménage, S.² Toia-Duboc, C.³ Fontecave, M.⁴ Galey, J.-B.⁵ Lebrun, C.⁶ Pécaut, J.⁷

47
- 0033550504
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 264-265
- Ho, R.Y.N.¹ Roelfes, G.² Feringa, B.L.³ Que L., Jr.⁴

48
- 0003313331
- Ph.D. Thesis, University of Minnesota, Minneapolis
- (1995) , pp. 135
- Kim, J.¹

49
- 0000920237
- (2000) Struct. Bonding , vol.97 , pp. 145-177
- Girerd, J.-J.¹ Banse, F.² Simaan, A.J.³

50
- 0002878472
- (1998) Chem. Commun. , pp. 2167-2173
- Bernadou, J.¹ Meunier, B.²

51
- 0001737722
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 7139-7156
- Cook, G.K.¹ Mayer, J.M.²

52
- 4243427718
- (1999) Inorg. Chem. , vol.38 , pp. 914-920
- Goh, Y.M.¹ Nam, W.²

53
- 0032910838
- (1999) Bull. Chem. Soc. Jpn. , vol.72 , pp. 707-713
- Lim, M.H.¹ Lee, Y.J.² Goh, Y.M.³ Nam, W.⁴ Kim, C.⁵

54
- 0001151581
- (1996) Inorg. Chem. , vol.35 , pp. 2369-2372
- Kim, J.¹ Dong, Y.² Larka, E.³ Que L., Jr.⁴

55
- 0345583676
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2227-2229
- Chen, K.¹ Que L., Jr.²

56
- 0033616098
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 12198-12199
- Choi, S.Y.¹ Eaton, P.E.² Kopp, D.A.³ Lippard, S.J.⁴ Newcomb, M.⁵ Shen, R.N.⁶

57
- 2042459654
- (1995) J. Chem. Soc., Chem. Commun. , pp. 2297-2298
- Pratt, J.M.¹ Ridd, T.I.² King, L.J.³

58
- 0030004087
- (1996) Proc. Natl. Acad. Sci. U.S.A , vol.93 , pp. 4644-4648
- Vaz, A.D.N.¹ Pernecky, S.J.² Raner, G.M.³ Coon, M.J.⁴

59
- 0032584090
- (1998) Proc. Natl. Acad. Sci. U.S.A. , vol.95 , pp. 3555-3560
- Vaz, A.D.N.¹ McGinnity, D.F.² Coon, M.J.³

60
- 0032561001
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 9718-9719
- Toy, P.H.¹ Newcomb, M.² Coon, M.J.³ Vaz, A.D.N.⁴

61
- 0034728622
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 2677-2686
- Newcomb, M.¹ Shen, R.² Choi, S.-Y.³ Toy, P.H.⁴ Hollenberg, P.F.⁵ Vaz, A.D.N.⁶ Coon, M.J.⁷

62
- 0034669482
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 11098-11100
- Collman, J.P.¹ Chien, A.S.² Eberspacher, T.A.³ Brauman, J.I.⁴

63
- 0001529021
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 6691-6697
- Machii, K.¹ Watanabe, Y.² Morishima, I.³

64
- 0030866328
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 8099-8100
- Kamaraj, K.¹ Bandyopadhyay, D.²

65
- 0030936477
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 1916-1922
- Lee, K.A.¹ Nam, W.²

66
- 0001085924
- (1998) Chem. Lett. , pp. 837-838
- Lee, Y.J.¹ Goh, Y.M.² Han, S.-Y.³ Kim, C.⁴ Nam, W.⁵

67
- 0034623555
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 10805-10809
- Nam, W.¹ Lim, M.H.² Moon, S.K.³ Kim, C.⁴

68
- 0041082719
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 6641-6647
- Nam, W.¹ Lim, M.H.² Lee, H.J.³ Kim, C.⁴

69
- 0032500330
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 8941-8948
- Harris, D.L.¹ Loew, G.H.²

70
- 0024294403
- (1988) Science , vol.240 , pp. 433-439
- Dawson, J.H.¹

71
- 33845278472
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 8443-8452
- Groves, J.T.¹ Watanabe, Y.²

72
- 27644466873
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 7834-7836
- Groves, J.T.¹ Watanabe, Y.²

73
- 15844375540
- (1999) Inorg. Chem. , vol.38 , pp. 1929-1936
- Roelfes, G.¹ Lubben, M.² Chen, K.³ Ho, R.Y.N.⁴ Meetsma, A.⁵ Genseberger, S.⁶ Hermant, R.M.⁷ Hage, R.⁸ Mandal, S.K.⁹ Young V.G., Jr.¹⁰ Zang, Y.¹¹ Kooijman, H.¹² Spek, A.¹³ Que L., Jr.¹⁴ Feringa, B.L.¹⁵

74
- 0019888660
- (1981) J. Biol. Chem. , vol.256 , pp. 11636-11644
- Burger, R.M.¹ Peisach, J.² Horwitz, S.B.³

75
- 33748719327
- (1987) Chem. Rev. , vol.87 , pp. 1107-1136
- Stubbe, J.¹ Kozarich, J.W.²

76
- 0027991713
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 5250-5256
- Sam, J.W.¹ Tang, X.-J.² Peisach, J.³

77
- 11544259897
- (1998) Chem. Rev. , vol.98 , pp. 1153-1169
- Burger, R.M.¹

78
- 0034731019
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 11703-11724
- Neese, F.¹ Zaleski, J.M.² Zaleski, K.L.³ Solomon, E.I.⁴

79
- 0024424560
- (1989) Science , vol.245 , pp. 1396-1399
- Kozarich, J.W.¹ Worth L., Jr.² Frank, B.L.³ Christner, D.F.⁴ Vanderwall, D.E.⁵ Stubbe, J.⁶

80
- 0001453485
- (1987) Inorg. Chem. , vol.26 , pp. 3835-3836
- Heimbrook, D.C.¹ Carr, S.A.² Mentzer, M.A.³ Long, E.C.⁴ Hecht, S.M.⁵

81
- 0029670557
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 1268-1280
- Wu, W.¹ Vanderwall, D.E.² Lui, S.M.³ Tang, X.-J.⁴ Turner, C.J.⁵ Kozarich, J.W.⁶ Stubbe, J.⁷

82
- 0000757667
- Gibson, D. T., Ed.; Marcel Dekker: New York
- (1984) Microbial Degradation of Aromatic Hydrocarbons , pp. 181-251
- Gibson, D.T.¹ Subramanian, V.²

83
- 0024295005
- (1988) Biochemistry , vol.27 , pp. 1360-1367
- Wackett, L.P.¹ Kwart, L.D.² Gibson, D.T.³

84
- 0029012851
- (1995) J. Bacteriol. , vol.177 , pp. 2615-2621
- Gibson, D.T.¹ Resnick, S.M.² Lee, K.³ Brand, J.M.⁴ Torok, D.S.⁵ Wackett, L.P.⁶ Schocken, M.J.⁷ Haigler, B.E.⁸

85
- 0032524127
- (1998) Structure , vol.6 , pp. 571-586
- Kauppi, B.¹ Lee, K.² Carredano, E.³ Parales, R.E.⁴ Gibson, D.T.⁵ Eklund, H.⁶ Ramaswamy, S.⁷

86
- 58149367966
- (1995) Chem. Biol. , vol.2 , pp. 409-418
- Rosenzweig, A.C.¹ Nordlund, P.² Takahara, P.M.³ Frederick, C.A.⁴ Lippard, S.J.⁵

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