Reactions of nitrogen oxides with the five-coordinate Fe III(porphyrin) nitrito intermediate Fe(Por)(ONO) in sublimed solids

Journal of the American Chemical Society

Volumn 129, Issue 12, 2007, Pages 3576-3585

  Kurtikyan, Tigran S ^a,b   Hovhannisyan, Astghik A ^a   Hakobyan, Manya E ^b   Patterson, James C ^c   Iretskii, Alexei ^c,d   Ford, Peter C ^c  

^a Molecular Structure Research Center Yerevan   (Armenia)

^b Armenian Institute of Applied Chemistry   (Armenia)

^c UNIVERSITY OF CALIFORNIA   (United States)

^d LAKE SUPERIOR STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; FOURIER TRANSFORM INFRARED SPECTROSCOPY; ISOMERIZATION; ISOTOPES; LIGANDS; PORPHYRINS;

IRON PORPHYRINS; ISOTOPE LABELING; NITROSYL COMPLEXES;

NITROGEN OXIDES;

COORDINATION COMPOUND; IRON COMPLEX; NITRITE; NITROGEN DIOXIDE; NITROGEN OXIDE; PORPHYRIN DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION; COMPLEX FORMATION; DENSITY FUNCTIONAL THEORY; ENERGY; INFRARED SPECTROSCOPY; ISOMERIZATION; ISOTOPE LABELING; LOW TEMPERATURE; NITROSYLATION; SOLID; SPECTROSCOPY;

FERRIC COMPOUNDS; ISOMERISM; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITROGEN OXIDES; PORPHYRINS; SPECTRUM ANALYSIS;

EID: 33947711136     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067245h     Document Type: Article

References (73)

1. Ignarro, L. Nitric Oxide: Biology and Pathobiology, Academic Press: San Diego, CA, 2000.
2. (a) Kirsch, M.; Korth, H.-G.; Sustmann, R.; de Groot, H. Biol. Chem. 2002, 383, 389-399.
3. (b) Pfeiffer, S.; Mayer, B.; Hemmens, B. Angew. Chem., Int. Ed. 1999, 38, 1714-1731.
4. Espey, M. G.; Xavier, S.; Thomas, D. D.; Miranda, K. M.; Wink, D. A. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 3481-3486.
5. Pfeiffer, S.; Lass, A.; Schmidt, K.; Mayer, B. FASEB J. 2001, 15, 2355-2364.
6. Liu, X.; Miller, M. J. S.; Joshi, M. S.; Thomas, D. D.; Lancaster, J. R. Prac. Natl. Acad. Sci. U.S.A. 1998, 95, 2175-2179.
7. van Dalen, C. J.; Winterbourn, C. C.; Kettle, A. J. Biochem. J. 2006, 394, 707-713.
8. (a) Doyle, M. P.; Hoekstra, J. W. J. Inorg. Biochem. 1981, 14, 351-358.
9. (b) Herold, S.; Exner, M.; Nauser, T. Biochemistry 2001, 40, 3385-3395.
10. (c) Herold, S. FEBS Lett. 1999, 443, 81-84.
11. (a) Bourassa, J. L.; Ives, E. P.; Marqueling, A. L.; Shimanovich, R.; Groves, J. T. J. Am. Chem. Soc. 2001, 123, 5142-5143.
12. (b) Jensen, M. P.; Rilley, D. P. Inorg. Chem. 2002, 41, 4788-4797.
13. (c) Lee, J.; Hunt, J. A.; Groves, J. T. J. Am. Chem. Soc. 1998, 120, 7493-7501.
14. Kurtikyan, T. S.; Gulyan, G. M.; Martirosyan, G. G.; Lim, M. D.; Ford, P. C. J. Am. Chem. Soc. 2005, 127, 6216-6224.
15. (a) Bryan, N. S.; Rassaf, T.; Maloney, R. E.; Rodriguez, C. M.; Saijo, F.; Rodriguez, J. R.; Feelisch, M. Proc. Nat. Acad. Sci. U.S.A. 2004, 101, 4308-4313.
16. (b) Rassaf, T.; Feelisch, M.; Kelm, M. Free Radical Biol. Med. 2004, 36, 413-422.
17. (c) Cosby, K.; Partovi, K. S.; Crawford, J. H.; Patel, R. P.; Reiter, C. D.; Martyr, S.; Yang, B. K.; Waclawiw, M. A.; Zalos, G.; Xu, X.; Huang, K. T.; Shields, H.; Kim-Shapiro, D. B.; Schechter, A. N.; Cannon, R. O.; Gladwin, M. T. Nat. Med. 2003, 9, 1498-1505.
18. (d) Huang, K. T.; Keszler, A.; Patel, N.; Patel, R. P.; Gladwin, M. T.; Kim-Shapiro, D. B.; Hogg, N. I. J. Biol. Chem. 2005, 280, 31126-31131.
19. (e) Doyle, M. P.; Pikering, R. A., DeWeert, T. M; Hoekstra, J. W.; Pater, D. J. Biol. Chem. 1981, 256, 12393-12398.
20. Lundberg, J. O.; Govoni, M. Free Radical Biol. Med. 2004, 37, 395-400.
21. Knobeloch, L.; Salna, B.; Hogan, A.; Postle, J.; Anderson, H. Environ. Health Perspect. 2000, 108, 675-678.
22. Bjoerne, H.; Govoni, M.; Toernberg, D. C.; Lundberg, J. O.; Weitzberg, E. Crit. Care Med. 2005, 33, 1722-1727.
23. Taqui, M. M.; Chatterjee, D.; Shirin, Z.; Bajaj, H. C.; Siddiqui, M. R. H.; Venkatasubramanian, K.; Bhadbhade, M. M. J. Mol. Catal. 1992, 72, 271-282.
24. (b) Goodwin, J. A.; et al. Inorg. Chem. 2001, 40, 4217-4225.
25. (c) Goodwin, J. A.; Kurtikyan, T. S.; Bin Zheng, B.; Parmley, D.; Howard, J.; Green, S.; Walsh, R.; Standard, J.; Mardyukov, A. N. Inorg. Chem. 2005, 44, 2215-2223.
26. Lim, M. D.; Lorkovic', I. M.; Ford, P. C. J. Inorg. Biochem. 2005, 99, 151-165.
27. Hitchman, M. A.; Rowbottom, G. L. Coord. Chem. Rev. 1982, 42, 55-132.
28. The term "nitro" will be used to describe metal complexes of the nitrite anion (formally) that are N-coordinated; the term "nitrito" will be used to describe those which are O-coordinated.
29. Wyllie, G. R. A.; Scheidt, W. R. Chem. Rev. 2002, 102, 1067-1089.
30. (a) Einsle, O.; Messerschmidt, A.; Huber, R.; Kroneck, P. M. J.; Neese, F. J. Am. Chem. Soc. 2002, 124, 11737-11745.
31. (b) Williams, P. A.; Fulop, V.; Garman, E. F.; Saunders, N. F. W.; Ferguson, F. G.; Hajdu, J. Nature 1997, 389, 406-412.
32. (c) Crane, B. R.; Siegel, L. M.; Getzoff, E. D. Biochemistry 1997, 36, 12120-12137.
33. Nasri, H.; Ellison, M. K.; Chen, S.; Huynh, B. H.; Scheidt, W. R. J. Am. Chem. Soc. 1997, 119, 6274-6283.
34. Lee, J.; Kovalevsky, A. Y.; Novozhilova, I.; Bagley, K.; Coppens, P.; Richter-Addo, G. B. J. Am. Chem. Soc. 2004, 126, 7180-7181.
35. (b) Novozhilova, I. V.; Coppens, P.; Lee, J.; Richter-Addo, G. B.; Bagley, K. A. J. Am. Chem. Soc. 2006, 128, 2093-2104.
36. Kurtikyan, T. S.; Ford, P. C. Angew. Chem., Int. Ed. 2006, 45, 492-496.
37. Copeland, D. M.; Soares, A. S.; West, A. H.; Richter-Addo, G. B. J. Inorg. Biochem. 2006, 100, 1413-1425.
38. (a) Epstein, L. M.; Straub, D. K.; Maricondi, C. Inorg. Chem. 1967, 6, 1720-1722.
39. (b) Bhatti, W.; Bhatti, M.; Imbler, P.; Lee, A.; Lorenzen, B. J. Pharm. Sci. 1972, 61, 307-309.
40. Nakamoto, K.; Watanabe, T.; Ama, T.; Urban, M. W. J. Am. Chem. Soc. 1982, 104, 3744-3745.
41. (a) Byrn, M. P.; Curtis, C. J.; Hsiou, Y.; Khan, S. I.; Sawin, P. A.; Tendick, S. K.; Terzis, A.; Strouse, C. E. J. Amer. Chem. Soc. 1993, 115, 9480-9487.
42. (b) Kurtikyan, T. S.; Gasparyan, A. V.; Martirosyan, G. G.; Zhamkochyan, G. H. J. Appl. Spectrosc. 1995, 62, 62-66 (in Russian).
43. -1 serves as criteria that the nitrato complex is not yet formed.
44. (b) Oshio, H.; Ama, T.; Watanabe, T.; Kincaid, J.; Nakamoto, K. Spectrochim. Acta 1984, 40A, 863-870.
45. (c) Collman, J. P.; Hoard, J. L.; Kim, N.; Lang, G.; Reed, C. A. J. Am. Chem. Soc. 1975, 97, 2676-2681.
46. 3.
47. Weiss, R.; Gold, A.; Terner, J. Chem. Rev. 2006, 106, 2550-2579 and references therein.
48. Ghosh, A. J. Biol. Inorg. Chem. 2006, 11, 712-724 and references therein.
49. (a) Munro, O. Q.; Scheidt, W. R. Inorg. Chem. 1998, 37, 2308-2316.
50. (b) Cheng, L.; Powell, D. R.; Khan, M. A.; Richter-Addo, G. B. Chem. Commun. 2000, 2301-2302.
51. Conradie, J.; Ghosh, A. Inorg. Chem. 2006, 45, 4902-4909.
52. Phillippi, M. A.; Baenziger, N.; Goff, H. M. Inorg. Chem. 1981, 20, 3904-3911.
53. Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds, 3rd ed.; Wiley: New York, 1978; pp 244-247.
54. (a) Kurtikyan, T. S.; Stepanyan, T. G.; Akopyan, M. E. Russ. J. Coord. Chem. 1999, 25, 721-725.
55. (b) Kurtikyan, T. S.; Stepanyan, T. H.; Martirosyan, G. G.; Kazaryan, R. K.; Madakyan, V. N. Russ. J. Coord. Chem. 2000, 26, 345-348.
56. (c) Kurtikyan, T. S.; Stepanyan, T. G.; Gasparyan, A. V.; Zhamkochyan, G. H. Russ. Chem. Bull. 1998, 47, 695-698.
57. Kang, Y.; Zyryanov, G. V.; Rudkevich, D. M. Chem. Commun. 2003, 2470-2471.
58. Kurtikyan, T. S.; Martirosyan, G. G.; Lorkovic, I. M.; Ford, P. C. J. Am. Chem. Soc. 2002, 124, 10124-10129.
59. Paulat, F.; Praneeth, V. K. K.; Nather, C.; Lenhert, N. Inorg. Chem. 2006, 45, 2835-2856.
60. Kurtikyan, T. S.; Martirosyan, G. G.; Hakobyan, M. E., Ford, P. C. Chem. Commun. 2003, 1706-1707.
61. O'Shea, S. K.; Wang, W.; Wade, R. S.; Castro, C. E. J. Org. Chem. 1996, 61, 6388-6395.
62. Kurtikyan, T. S.; Ogden, J. S.; Kazaryan, R. K.; Madakyan, V. N. J. Porphyrins Phthalocyanines 2003, 7, 623-629.
63. (a) Lorkovic, I. M.; Ford, P. C. J. Am. Chem. Soc. 2000, 122, 6516-6517.
64. (b) Patterson, J. C.; Lorkovic, I. M.; Ford, P. C. Inorg. Chem. 2003, 42, 4902-4908.
65. (c) See also the following: Conradie, J.; Wondimagegn, T.; Ghosh, A. J. Am. Chem. Soc. 2003, 125, 4968-4969.
66. 43b
67. (b) Fateley, W. G.; Bent, H. A.; Crawford, B. J. Chem. Phys. 1959, 31, 204-217.
68. Yoshimura, T. Inorg. Chim. Acta 1984, 83, 17-21.
69. (b) Ellison, M. K.; Schulz, C. E.; Scheidt, W. R. Inorg. Chem. 1999, 38, 100-108.
70. Lim, M. D.; Lorkovic, I. M.; Wedeking, K.; Zanella, A. W.; Works, C. F.; Massick, S. M.; Ford, P. C. J. Am. Chem. Soc. 2002, 124, 9737-9743.
71. Patterson, J. C. Ph.D. Dissertation, University of California, Santa Barbara, CA, 2004.
72. -1. Compare with the data of Table 2 for isotopically uniform species. The same pattern was observed for the corresponding nitro-nitrosyl complexes.
73. 3) are close to each other and are not diagnostic for the low-temperature experiments where both these species are present.