Formation of superoxide anion on aerial oxidation of Cu(II)-porphyrinogen in the synthesis of tetrakis(cyclohexyl)porphyrinogenCu(III) anion

Inorganic Chemistry

Volumn 47, Issue 12, 2008, Pages 5036-5038

  Bhattacharya, Dibyendu ^a   Maji, Suman ^a   Pal, Kuntal ^a   Sarkar, Sabyasachi ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; OXYGEN; PORPHYRINOGEN; SUPEROXIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION; SYNTHESIS;

COPPER; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; OXYGEN; PORPHYRINOGENS; SUPEROXIDES;

EID: 46949108541     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic800282j     Document Type: Article

References (32)

1. (a) Tsukihara, T.; Aoyama, H.; Yamashita, E.; Tomizaki, T.; Yamaguchi, H.; Shinzawa-Itoh, K.; Nakashima, R.; Yaono, R.; Yoshikawa, S. Science 1995, 269, 1069.
2. (b) Karlin, S.; Zhan-Yang, Z.; Karlin, K. D. Biochemistry 1998, 37, 17726.
3. (c) Itoh, S. Curr. Opin. Chem. Biol. 2006, 10, 115.
4. (d) Collman, J. P.; Decreau, R. A.; Yan, Y.; Yoon, J.; Solomon, E. I. J. Am. Chem. Soc. 2007, 129, 5794.
5. (a) Holm, R. H.; Kennephol, P.; Solomon, E. I. Chem. Rev. 1996, 96, 2239.
6. (b) Solomon, E. I.; Sundaram, U. M.; Manchonkin, T. E. Chem. Rev. 1996, 96, 2563.
7. (a) Tainer, J. A.; Getzoff, E. D.; Richardson, J. S.; Richardson, D. C. Nature 1983, 306, 284.
8. (b) McCord, J. M.; Fridovich, I. J. Biol. Chem. 1969, 244, 6049.
9. (c) Fridovich, I. J. Biol. Chem. 1989, 264, 7761.
10. (d) Okado-Matsumoto, A.; Fridovich, I. J. Biol. Chem. 2001, 276, 38388.
11. (e) Dupeyrat, F.; Vidaud, C.; Lorphelin, A.; Berthomieu, C. J. Biol. Chem. 2004, 279, 48091.
12. (a) Quant Hatcher, L.; Karlin, K. D. J. Biol. Inorg. Chem. 2004, 9, 669-683.
13. (b) Lee, Y.; Karlin, K. D. In Concepts and Models in Bioinorganic Chemistry; Metzler-Nolte, N. N., Kraatz, H.-B., Eds.; Wiley-VCH: New York, 2006; pp 363-395.
14. (a) Karlin, K. D. Science 1993, 261, 701.
15. (b) Halfen, J. A.; Mahapatra, S.; Wilkinson, E.; Kaderli, C. S.; Young, V. G.; Que, L.; Zuberbuhler, A. D.; Tolman, W. B. Science 1996, 271, 1397.
16. (c) Mirica, L.; Ottenwaelder, M. X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013.
17. (d) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047.
18. (e) Mirica, L. M.; Vance, M.; Rudd, D.; Hedman, J. B.; Hodgson, K. O.; Solomon, E. I.; Stack, T. D. P. Science 2005, 308, 11890.
19. (f) Sean, T. P.; Betty, A. E.; Richard, E. M.; Amzel, L. M. Science 2004, 304, 864.
20. (g) Maiti, D.; Lucas, H. R.; Sarjeant, A. A. N.; Karlin, K. D. J. Am. Chem. Soc. 2007, 129, 6998.
21. Bruckner, C.; Brinas, R. P.; Krause Bauer, J. A. Inorg. Chem. 2003, 42, 4495.
22. (a) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306.
23. (b) Angelis, S. D.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1994, 116, 5691.
24. Cuesta, L.; Gross, D.; Lynch, V. M.; Ou, Z.; Kajonkijya, K. O.; Fukuzumi, S.; Kadish, K. M.; Sessler, J. L. J. Am. Chem. Soc. 2007, 129, 11696-11697.
25. Bhattacharya, D.; Dey, S.; Maji, S.; Pal, K.; Sarkar, S. Inorg. Chem. 2005, 44, 7699.
26. 2. Final R1 [I > 2σ(I)] = 0.0449 and wR2 = 0.0903 R indices (all data), R1 = 0.0569, wR2 = 0.0952, GOF = 0.992. Data were collected on a Bruker-AXS smart APEX CCD diffractometer.
27. (a) Knof, U.; Weyhermüller, T.; Wolter, T.; Wieghardt, K. J. Chem. Soc., Chem. Commun. 1993, 726.
28. (b) Anson, F. C.; Collins, T. J.; Richmond, T. G.; Santarsiero, B. D.; Toth, J. E.; Treco, B. G. R. T. J. Am. Chem. Soc. 1987, 109, 2974.
29. (c) McDonald, M. R.; Fredericks, F. C.; Margerum, D. W. Inorg. Chem. 1997, 36, 3119.
30. II] (1) dissolved in 4 mL of acetonitrile under a slow air jet was stirred for 5 min, whereupon the color of the solution changed from brown to blue. The solvent was removed under reduced pressure using the Schlenk line technique. A total of 4 mL of buffered aqueous NBT solution was added into it. The mixture was stirred for 1 min and centrifuged in the cold, and the centrifugate was transferred; the residue was washed thrice with 4 mL of a fresh buffer solution each time, and the original centrifugate and washed buffer solutions were mixed, and the volume of mixed solution was made up to 1 L with a phosphate buffer. The optical density of this blue-colored stock solution was measured. From the calibration plot, the amount of superoxide formed was calculated and found to be 61 ± 5% on the basis of the average of five determinations. The time taken to dry the superoxide solution from organic solvent and the temperature of the reaction were maintained the same in each experiment to average out the spontaneous decomposition of the superoxide ion under such conditions.
31. (a) Lombard, M.; Houée-Levin, C.; Touati, D.; Fontecave, M.; Niviére, V. Biochemistry 2001, 40, 5032.
32. (b) Beauchamp, C.; Fridovich, I. Anal. Biochem. 1971, 44, 276.