SCOPUS 정보 검색 플랫폼

ChemBioChem

Volumn 7, Issue 1, 2006, Pages 125-133

Guanine oxidation by electron transfer: One-versus two-electron oxidation mechanism

(6) Kupan, Adam a Saulière, Aude a Broussy, Sylvain a Seguy, Christel a Pratviel, Geneviève a Meunier, Bernard a

a CNRS (France)

Author keywords

Electron transfer; Guanine; Porphyrinoids; Radical ions; Riboflavin

Indexed keywords

8 HYDROXYGUANINE; DNA; GUANINE; IMIDAZOLE DERIVATIVE; OLIGONUCLEOTIDE; OXYGEN; RADICAL; TROMETAMOL;

ARTICLE; DIASTEREOISOMER; ELECTRON TRANSPORT; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDRATION; LIQUID CHROMATOGRAPHY; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA; ELECTROCHEMISTRY; ELECTRONS; FREE RADICALS; GUANINE; MANGANESE; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; PORPHYRINS; RIBOFLAVIN; TIME FACTORS;

EID: 30444459509 PISSN: 14394227 EISSN: None Source Type: Journal
DOI: 10.1002/cbic.200500284 Document Type: Article

Times cited : (32)

References (65)

1
- 0004177498
- Taylor and Francis, London
- C. von Sonntag, The Chemical Basis of Radiation Biology, Taylor and Francis, London, 1987.
- (1987) The Chemical Basis of Radiation Biology
- Von Sonntag, C.¹

2
- 0000075992
- G. Pratviel, J. Bernadou, B. Meunier, Angew. Chem. 1995, 107, 819-845;
- (1995) Angew. Chem. , vol.107 , pp. 819-845
- Pratviel, G.¹ Bernadou, J.² Meunier, B.³

3
- 0029103994
- G. Pratviel, J. Bernadou, B. Meunier, Angew. Chem. Int. Ed. Engl. 1995, 34, 746-769.
- (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 746-769
- Pratviel, G.¹ Bernadou, J.² Meunier, B.³

4
- 0030634292
- J. Cadet, M. Berger, T. Douki, J.-L. Ravanat, Rev. Physiol. Biochem. Pharmacol. 1997, 131, 1-87.
- (1997) Rev. Physiol. Biochem. Pharmacol. , vol.131 , pp. 1-87
- Cadet, J.¹ Berger, M.² Douki, T.³ Ravanat, J.-L.⁴

5
- 0000589097
- B. Armitage, Chem. Rev. 1998, 98, 1171-1200.
- (1998) Chem. Rev. , vol.98 , pp. 1171-1200
- Armitage, B.¹

6
- 4243545125
- C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109-1151.
- (1998) Chem. Rev. , vol.98 , pp. 1109-1151
- Burrows, C.J.¹ Muller, J.G.²

7
- 0031027125
- S. Steenken, S. V. Jovanovic, J. Am. Chem. Soc. 1997, 119, 617-618.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 617-618
- Steenken, S.¹ Jovanovic, S.V.²

8
- 21344445906
- A. Joy, G. B. Schuster, Chem. Commun. 2005, 2778-2784.
- (2005) Chem. Commun. , pp. 2778-2784
- Joy, A.¹ Schuster, G.B.²

9
- 0037035314
- B. Giese, Chem. Commun. 2002, 667-672.
- (2002) Chem. Commun. , pp. 667-672
- Giese, B.¹

10
- 0035997345
- B. Giese, Annu. Rev. Biochem. 2002, 71, 51-70.
- (2002) Annu. Rev. Biochem. , vol.71 , pp. 51-70
- Giese, B.¹

11
- 0038643046
- M. Nunez, J. K. Barton, Curr. Opin. Chem. Biol. 2000, 4, 199-206.
- (2000) Curr. Opin. Chem. Biol. , vol.4 , pp. 199-206
- Nunez, M.¹ Barton, J.K.²

12
- 0024501624
- L. P. Candeias, S. Steenken, J. Am. Chem. Soc. 1989, 111, 1094-1099.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 1094-1099
- Candeias, L.P.¹ Steenken, S.²

13
- 0041931062
- K. Kobayashi, S. Tagawa, J. Am. Chem. Soc. 2003, 125, 10213-10218.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 10213-10218
- Kobayashi, K.¹ Tagawa, S.²

14
- 0025648682
- K. Hildenbrand, D. Schulte-Frohlinde, Free Radical Res. Commun. 1990, 11, 195-206.
- (1990) Free Radical Res. Commun. , vol.11 , pp. 195-206
- Hildenbrand, K.¹ Schulte-Frohlinde, D.²

15
- 0030887551
- E. D. A. Stemp, M. R. Arkin, J. K. Barton, J. Am. Chem. Soc. 1997, 119, 2921-2925.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 2921-2925
- Stemp, E.D.A.¹ Arkin, M.R.² Barton, J.K.³

16
- 0034247790
- O. Schiemann, N. J. Turro, J. K. Barton, J. Phys. Chem. B 2000, 104, 7214-7220.
- (2000) J. Phys. Chem. B , vol.104 , pp. 7214-7220
- Schiemann, O.¹ Turro, N.J.² Barton, J.K.³

17
- 0035816604
- V. Shafirovich, A. Dourandin, W. Huang, N. Geacintov, J. Biol. Chem. 2001, 276, 24621-24626.
- (2001) J. Biol. Chem. , vol.276 , pp. 24621-24626
- Shafirovich, V.¹ Dourandin, A.² Huang, W.³ Geacintov, N.⁴

18
- 3543019650
- R. Misiaszek, C. Cream, A. Joffe, N. E. Geacintov, V. Shafirovich, J. Biol. Chem. 2004, 279, 32 106-32 115.
- (2004) J. Biol. Chem. , vol.279 , pp. 32106-32115
- Misiaszek, R.¹ Cream, C.² Joffe, A.³ Geacintov, N.E.⁴ Shafirovich, V.⁵

19
- 0027934952
- J. Cadet, M. Berger, G. W. Buchko, P. C. Joshi, S. Raoul, J.-L. Ravanat, J. Am. Chem. Soc. 1994, 116, 7403-7404.
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 7403-7404
- Cadet, J.¹ Berger, M.² Buchko, G.W.³ Joshi, P.C.⁴ Raoul, S.⁵ Ravanat, J.-L.⁶

20
- 54249128936
- S. Raoul, M. Berger, G. W. Buchko, P. C. Joshi, B. Morin, M. Weinfeld, J. Cadet, J. Chem. Soc. Perkin Trans. 2 1996, 2, 371-381.
- (1996) J. Chem. Soc. Perkin Trans. 2 , vol.2 , pp. 371-381
- Raoul, S.¹ Berger, M.² Buchko, G.W.³ Joshi, P.C.⁴ Morin, B.⁵ Weinfeld, M.⁶ Cadet, J.⁷

21
- 0032517343
- D. Gasparutto, J.-L. Ravanat, O. Gérot, J. Cadet, J. Am. Chem. Soc. 1998, 120, 10283-10286.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 10283-10286
- Gasparutto, D.¹ Ravanat, J.-L.² Gérot, O.³ Cadet, J.⁴

22
- 0035817980
- W. Luo, J. G. Muller, C. J. Burrows, Org. Lett. 2001, 3, 2801-2804.
- (2001) Org. Lett. , vol.3 , pp. 2801-2804
- Luo, W.¹ Muller, J.G.² Burrows, C.J.³

23
- 0032578191
- K. Kino, I. Saito, H. Sugiyama, J. Am. Chem. Soc. 1998, 120, 7373-7374.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 7373-7374
- Kino, K.¹ Saito, I.² Sugiyama, H.³

24
- 0032980386
- T. Douki, J. Cadet, Int. J. Radiat. Biol. 1999, 75, 571-581.
- (1999) Int. J. Radiat. Biol. , vol.75 , pp. 571-581
- Douki, T.¹ Cadet, J.²

25
- 84877627020
- H. Kasai, Z. Yamaizumi, M. Berger, J. Cadet, J. Am. Chem. Soc. 1992, 114, 9692-9694.
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 9692-9694
- Kasai, H.¹ Yamaizumi, Z.² Berger, M.³ Cadet, J.⁴

26
- 0030066087
- P. M. Cullis, M. E. Malone, L. A. Merson-Davies, J. Am. Chem. Soc. 1996, 118, 2775-2781.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 2775-2781
- Cullis, P.M.¹ Malone, M.E.² Merson-Davies, L.A.³

27
- 0344154463
- J. Cadet, T. Douki, D. Gasparutto, J.-L. Ravanat, Mutat. Res. 2003, 531, 5-23.
- (2003) Mutat. Res. , vol.531 , pp. 5-23
- Cadet, J.¹ Douki, T.² Gasparutto, D.³ Ravanat, J.-L.⁴

28
- 13544277677
- L. I. Shukla, A. Adhikary, R. Pazdro, D. Becker, M. Sevilla, Nucleic Acids Res. 2004, 32, 6565-6574.
- (2004) Nucleic Acids Res. , vol.32 , pp. 6565-6574
- Shukla, L.I.¹ Adhikary, A.² Pazdro, R.³ Becker, D.⁴ Sevilla, M.⁵

29
- 0032481373
- F. Prat, K. H. Houk, C. S. Foote, J. Am. Chem. Soc. 1998, 120, 845-846.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 845-846
- Prat, F.¹ Houk, K.H.² Foote, C.S.³

30
- 0037467006
- J.-L. Ravanat, C. Saint-Pierre, J. Cadet, J. Am. Chem. Soc. 2003, 125, 2030-2031.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 2030-2031
- Ravanat, J.-L.¹ Saint-Pierre, C.² Cadet, J.³

31
- 0035039434
- K. Kino, H. Sugiyama, Chem. Biol. 2001, 8, 369-378.
- (2001) Chem. Biol. , vol.8 , pp. 369-378
- Kino, K.¹ Sugiyama, H.²

32
- 0032539233
- E. Megger, M. E. Michel-Beyerle, B. Giese, J. Am. Chem. Soc. 1998, 120, 12950-12955.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 12950-12955
- Megger, E.¹ Michel-Beyerle, M.E.² Giese, B.³

33
- 0033797431
- B. Giese, Acc. Chem. Res. 2000, 33, 631-636.
- (2000) Acc. Chem. Res. , vol.33 , pp. 631-636
- Giese, B.¹

34
- 0342662136
- H. Van Vunakis, E. Seaman, L. Kahan, J. W. Kappler, L. Levine, Biochemistry 1966, 5, 3986-3991.
- (1966) Biochemistry , vol.5 , pp. 3986-3991
- Van Vunakis, H.¹ Seaman, E.² Kahan, L.³ Kappler, J.W.⁴ Levine, L.⁵

35
- 0030978416
- L. J. Niedernhofer, M. Riley, N. Schnetz-Boutaud, G. Sanduwaran, A. K. Chaudhary, G. R. Reddy, L. J. Marnett, Chem. Res. Toxicol. 1997, 10, 556-561.
- (1997) Chem. Res. Toxicol. , vol.10 , pp. 556-561
- Niedernhofer, L.J.¹ Riley, M.² Schnetz-Boutaud, N.³ Sanduwaran, G.⁴ Chaudhary, A.K.⁵ Reddy, G.R.⁶ Marnett, L.J.⁷

36
- 0034740589
- A. Angeloff, I. Dubey, G. Pratviel, J. Bernadou, B. Meunier, Chem. Res. Toxicol. 2001, 14, 1413-1420.
- (2001) Chem. Res. Toxicol. , vol.14 , pp. 1413-1420
- Angeloff, A.¹ Dubey, I.² Pratviel, G.³ Bernadou, J.⁴ Meunier, B.⁵

37
- 0002148690
- (Ed.: B. Meunier,) Springer, Berlin
- B. Meunier, J. Bernadou in Structure and Bonding, Vol. 97: Metal-Oxo and Metal-Peroxo Species in Catalytic Oxidations (Ed.: B. Meunier,) Springer, Berlin, 2000, pp. 1-35.
- (2000) Structure and Bonding , vol.97 , pp. 1-35
- Meunier, B.¹ Bernadou, J.²

38
- 0032544944
- C. Vialas, G. Pratviel, C. Claparols, B. Meunier, J. Am. Chem. Soc. 1998, 120, 11548-11553.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 11548-11553
- Vialas, C.¹ Pratviel, G.² Claparols, C.³ Meunier, B.⁴

39
- 0000915860
- J. T. Groves, S. S. Maria, J. Am. Chem. Soc. 1995, 117, 9578-9579.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 9578-9579
- Groves, J.T.¹ Maria, S.S.²

40
- 0030804770
- J. T. Groves, J. Lee, S. S. Maria, J. Am. Chem. Soc. 1997, 119, 6269-6273.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 6269-6273
- Groves, J.T.¹ Lee, J.² Maria, S.S.³

41
- 0000410751
- K. Wietzerbin, J. G. Muller, R. A. Jameton, G. Pratviel, J. Bernadou, B. Meunier, C. J. Burrows. Inorg. Chem. 1999, 38, 4123-4127.
- (1999) Inorg. Chem. , vol.38 , pp. 4123-4127
- Wietzerbin, K.¹ Muller, J.G.² Jameton, R.A.³ Pratviel, G.⁴ Bernadou, J.⁵ Meunier, B.⁶ Burrows, C.J.⁷

42
- 0032742691
- J. C. Niles, S. Burney, S. P. Singh, J. S. Wishnok, S. R. Tannenbaum, Proc. Natl. Acad. Sci. USA 1999, 96, 11 729-11 734.
- (1999) Proc. Natl. Acad. Sci. USA , vol.96 , pp. 11729-11734
- Niles, J.C.¹ Burney, S.² Singh, S.P.³ Wishnok, J.S.⁴ Tannenbaum, S.R.⁵

43
- 0034723011
- V. Duarte, D. Gasparutto, L. F. Yamaguchi, J.-L. Ravanat, G. R. Martinez, M. H. G. Medeiros, P. Di Mascio, J. Cadet, J. Am. Chem. Soc. 2000, 122, 12622-12628.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 12622-12628
- Duarte, V.¹ Gasparutto, D.² Yamaguchi, L.F.³ Ravanat, J.-L.⁴ Martinez, G.R.⁵ Medeiros, M.H.G.⁶ Di Mascio, P.⁷ Cadet, J.⁸

44
- 0034654067
- C. Vialas, C. Claparols, G. Pratviel, B. Meunier, J. Am. Chem. Soc. 2000, 122, 2157-2167.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 2157-2167
- Vialas, C.¹ Claparols, C.² Pratviel, G.³ Meunier, B.⁴

45
- 0034921016
- A. Lapi, G. Pratviel, B. Meunier, Met.-Based Drugs 2001, 8, 47-56.
- (2001) Met.-Based Drugs , vol.8 , pp. 47-56
- Lapi, A.¹ Pratviel, G.² Meunier, B.³

46
- 0034819860
- A. Chworos, Y. Coppel, I. Dubey, G. Pratviel, B. Meunier, J. Am. Chem. Soc. 2001, 123, 5867-5877.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5867-5877
- Chworos, A.¹ Coppel, Y.² Dubey, I.³ Pratviel, G.⁴ Meunier, B.⁵

47
- 0034932109
- W. Luo, J. G. Muller, C. J. Burrows, Chem. Res. Toxicol. 2001, 14, 927-938.
- (2001) Chem. Res. Toxicol. , vol.14 , pp. 927-938
- Luo, W.¹ Muller, J.G.² Burrows, C.J.³

48
- 0036917332
- A. Chworos, C. Seguy, G. Pratviel, B. Meunier, Chem. Res. Toxicol. 2002, 15, 1643-1651.
- (2002) Chem. Res. Toxicol. , vol.15 , pp. 1643-1651
- Chworos, A.¹ Seguy, C.² Pratviel, G.³ Meunier, B.⁴

49
- 0036056457
- L. Joudah, S. Moghaddas, R. N. Bose, Chem. Commun. 2002, 1742-1743.
- (2002) Chem. Commun. , pp. 1742-1743
- Joudah, L.¹ Moghaddas, S.² Bose, R.N.³

50
- 0034079273
- J. C. Niles, J. S. Wishnok, S. R. Tannenbaum, Chem. Res. Toxicol. 2000, 13, 390-396.
- (2000) Chem. Res. Toxicol. , vol.13 , pp. 390-396
- Niles, J.C.¹ Wishnok, J.S.² Tannenbaum, S.R.³

51
- 0035929744
- C. Seguy, G. Pratviel, B. Meunier, Chem. Commun. 2001, 2116-2117.
- (2001) Chem. Commun. , pp. 2116-2117
- Seguy, C.¹ Pratviel, G.² Meunier, B.³

52
- 0031171324
- R. N. Goyal, N. Jain, D. K. Garg, Bioelectrochem. Bioenerg. 1997, 43, 105-114.
- (1997) Bioelectrochem. Bioenerg. , vol.43 , pp. 105-114
- Goyal, R.N.¹ Jain, N.² Garg, D.K.³

53
- 0034624588
- W. Luo, J. G. Muller, E. M. Rachlin, C. J. Burrows, Org. Lett. 2000, 2, 613-616.
- (2000) Org. Lett. , vol.2 , pp. 613-616
- Luo, W.¹ Muller, J.G.² Rachlin, E.M.³ Burrows, C.J.⁴

54
- 0035810395
- J. C. Niles, J. S. Wishnok, S. R. Tannenbaum, Org. Lett. 2001, 3, 963-966.
- (2001) Org. Lett. , vol.3 , pp. 963-966
- Niles, J.C.¹ Wishnok, J.S.² Tannenbaum, S.R.³

55
- 0034803009
- T. Suzuki, M. Masuda, M. D. Friesen, H. Ohshima, Chem. Res. Toxicol. 2001, 14, 1163-1169.
- (2001) Chem. Res. Toxicol. , vol.14 , pp. 1163-1169
- Suzuki, T.¹ Masuda, M.² Friesen, M.D.³ Ohshima, H.⁴

56
- 0037149068
- W. Adam, M. A. Arnold, M. Grüne, W. M. Nau, U. Pischel, C. R. Saha-Möller, Org. Lett. 2002, 4, 537-540.
- (2002) Org. Lett. , vol.4 , pp. 537-540
- Adam, W.¹ Arnold, M.A.² Grüne, M.³ Nau, W.M.⁴ Pischel, U.⁵ Saha-Möller, C.R.⁶

57
- 0347629021
- A. Joffe, N. E. Geacintov, V. Shafirovich, Chem. Res. Toxicol. 2003, 16, 1528-1538.
- (2003) Chem. Res. Toxicol. , vol.16 , pp. 1528-1538
- Joffe, A.¹ Geacintov, N.E.² Shafirovich, V.³

58
- 0242498440
- Y. Ye, J. G. Muller, W. Luo, C. L. Mayne, A. J. Shallop, R. A. Jones, C. J. Burrows, J. Am. Chem. Soc. 2003, 125, 13926-13927.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13926-13927
- Ye, Y.¹ Muller, J.G.² Luo, W.³ Mayne, C.L.⁴ Shallop, A.J.⁵ Jones, R.A.⁶ Burrows, C.J.⁷

59
- 0027490583
- K. Ito, S. Inoue, K. Yamamoto, S. Kawanishi, J. Biol. Chem. 1993, 268, 13221-13227.
- (1993) J. Biol. Chem. , vol.268 , pp. 13221-13227
- Ito, K.¹ Inoue, S.² Yamamoto, K.³ Kawanishi, S.⁴

60
- 0034653650
- S. Steenken, S. V. Jovanovic, M. Bietti, K. Bernhard, J. Am. Chem. Soc. 2000, 122, 2372-2374.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 2372-2374
- Steenken, S.¹ Jovanovic, S.V.² Bietti, M.³ Bernhard, K.⁴

61
- 0033610478
- R. P. Hickerson, C. L. Chepanoske, S. D. Williams, S. S. David, C. J. Burrows, J. Am. Chem. Soc. 1999, 121, 9901-9902.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 9901-9902
- Hickerson, R.P.¹ Chepanoske, C.L.² Williams, S.D.³ David, S.S.⁴ Burrows, C.J.⁵

62
- 17244366814
- M. E. Johansen, J. G. Muller, X. Xu, C. J. Burrows, Biochemistry 2005, 44, 5660-5671.
- (2005) Biochemistry , vol.44 , pp. 5660-5671
- Johansen, M.E.¹ Muller, J.G.² Xu, X.³ Burrows, C.J.⁴

63
- 3543069474
- M. E. Hosford, J. G. Muller, C. J. Burrows, J. Am. Chem. Soc. 2004, 126, 9540-9541.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 9540-9541
- Hosford, M.E.¹ Muller, J.G.² Burrows, C.J.³

64
- 0001421943
- R. N. Goyal, A. Brajter-Toth, G. Dryhurst, J. Electroanal. Chem. Interfacial Electrochem. 1982, 131, 181-202.
- (1982) J. Electroanal. Chem. Interfacial Electrochem. , vol.131 , pp. 181-202
- Goyal, R.N.¹ Brajter-Toth, A.² Dryhurst, G.³

65
- 0024443493
- J. Bernadou, G. Pratviel, F. Bennis, M. Girardet, B. Meunier, Biochemistry 1989, 28, 7268-7275.
- (1989) Biochemistry , vol.28 , pp. 7268-7275
- Bernadou, J.¹ Pratviel, G.² Bennis, F.³ Girardet, M.⁴ Meunier, B.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.