Tilt/Asymmetry in Nitrosyl Metalloporphyrin Complexes: The Cobalt Case

Inorganic Chemistry

Volumn 37, Issue 3, 1998, Pages 382-383

  Ellison, Mary K ^a   Robert Scheldt, W ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000419141     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic971109j     Document Type: Article

References (42)

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3. p, porphyrinato nitrogen.
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9. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
10. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
11. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
12. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
13. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
14. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
15. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
16. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
17. The experimental results cited below have given a wide range of apparent Fe-C-O angles: (a) Kuriyan, J.; Wilz, S.; Karplus, M.; Petsko, G. A. J. Mol. Biol. 1986, 192, 133. (b) Teng, T.-Y.; Srajer, V.; Moffat, K. Nat. Struct. Biol. 1994, 1. 701. (c) Cheng, X.; Schoenborn, B. P. J. Mol. Biol. 1991, 220, 381. (d) Moore, J. N.; Hansen, P. A.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5062. (e) Ormos, P.; Braunstein, D.; Frauenfelder, H.; Hong, M. K.; Lim, S,-L.; Sauke, T. B.; Young, R. D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8492. (f) Lim, M.; Jackson, T. A.; Anfinrud, P. A. Science 1995, 269, 962. (g) Ivanov, D.; Sage, J. T.; Keim, M.; Powell, J. R.; Asher, S. A.; Champion, P. A. J. Am. Chem. Soc. 1994, 116, 4139. (h) Quillan, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140. (i) Schlichting, I.; Berendzen, J.; Phillips, G. N., Jr.; Sweet, R. M. Nature 1994, 371, 808.
18. Jameson, G. B.; Ibers, J. A. In Bioinorganic Chemistry: Bertini, I., Gray, H. B., Lippard, S., Valentine, J. S., Eds.; University Science Books: Mill Valley, CA, 1994; Chapter 4.
19. (a) Balasubramanian, S.; Lambright, D. G.; Boxer S. G. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 4718.
20. (b) Braunstein, D. P.; Chu, K.; Egeberg, K. D.; Frauenfelder, H.; Mourant, J. D.; Nienhaus, G. U.; Ormos, P.; Sugar, S. G.; Springer, B. A.; Young, R. D. Biophys. J. 1993, 65, 2447.
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25. 12 is the only theoretical study to have addressed this point and no one has dealt with the equatorial asymmetry seen for the iron systems.
26. Hoffmann, R.; Chen, M. L.; Elian, M.; Rossi, A. R.; Mingos, D. M. P. Inorg. Chem. 1974, 13, 2666.
27. It is to be noted that nitrosylcobalt porphyrin derivatives have been used to probe hemoprotein structure and function. See, for example: (a) Yonetani, T.; Yamamoto, H.; Erman, J. E.; Leigh, J. S., Jr.; Reed, G. J. Biol. Chem. 1972, 247, 2447. (b) Hori, H.; Ikeda-Saito, M.; Leigh, J. S., Jr.; Yonetani, T. Biochemistry 1982, 21, 1431. (c) Yu, N.-Y.; Thompson, H. M.; Mizyukami, H.; Gersonde, K. Eur. J. Biochem. 1986, 159, 129. (d) Dierks, E. A.; Hu, S.; Vogel, K. M.; Yu, A. E.; Spiro, G.; Burstyn, J. N. J. Am. Chem. Soc. 1997, 119, 7316.
28. It is to be noted that nitrosylcobalt porphyrin derivatives have been used to probe hemoprotein structure and function. See, for example: (a) Yonetani, T.; Yamamoto, H.; Erman, J. E.; Leigh, J. S., Jr.; Reed, G. J. Biol. Chem. 1972, 247, 2447. (b) Hori, H.; Ikeda-Saito, M.; Leigh, J. S., Jr.; Yonetani, T. Biochemistry 1982, 21, 1431. (c) Yu, N.-Y.; Thompson, H. M.; Mizyukami, H.; Gersonde, K. Eur. J. Biochem. 1986, 159, 129. (d) Dierks, E. A.; Hu, S.; Vogel, K. M.; Yu, A. E.; Spiro, G.; Burstyn, J. N. J. Am. Chem. Soc. 1997, 119, 7316.
29. It is to be noted that nitrosylcobalt porphyrin derivatives have been used to probe hemoprotein structure and function. See, for example: (a) Yonetani, T.; Yamamoto, H.; Erman, J. E.; Leigh, J. S., Jr.; Reed, G. J. Biol. Chem. 1972, 247, 2447. (b) Hori, H.; Ikeda-Saito, M.; Leigh, J. S., Jr.; Yonetani, T. Biochemistry 1982, 21, 1431. (c) Yu, N.-Y.; Thompson, H. M.; Mizyukami, H.; Gersonde, K. Eur. J. Biochem. 1986, 159, 129. (d) Dierks, E. A.; Hu, S.; Vogel, K. M.; Yu, A. E.; Spiro, G.; Burstyn, J. N. J. Am. Chem. Soc. 1997, 119, 7316.
30. It is to be noted that nitrosylcobalt porphyrin derivatives have been used to probe hemoprotein structure and function. See, for example: (a) Yonetani, T.; Yamamoto, H.; Erman, J. E.; Leigh, J. S., Jr.; Reed, G. J. Biol. Chem. 1972, 247, 2447. (b) Hori, H.; Ikeda-Saito, M.; Leigh, J. S., Jr.; Yonetani, T. Biochemistry 1982, 21, 1431. (c) Yu, N.-Y.; Thompson, H. M.; Mizyukami, H.; Gersonde, K. Eur. J. Biochem. 1986, 159, 129. (d) Dierks, E. A.; Hu, S.; Vogel, K. M.; Yu, A. E.; Spiro, G.; Burstyn, J. N. J. Am. Chem. Soc. 1997, 119, 7316.
31. [Co(OEP)NO] was prepared from 10 mg of Co(OEP) dissolved in dry chioroform solution (∼5 mL) and several drops of pyridine in a narrow Schlenk tube. Purified NO was then bubbled through the solution. Single crystals were obtained by liquid diffusion using methanol (distilled over Mg) as the nonsolvent. Earlier preparations of [Co(OEP)NO] have been reported: Fujita, E.; Chang, C. K.; Fajer, J. J. Am. Chem. Soc. 1985, 107, 7665. Groombridge, C. J.; Larkworthy, L. F.; Mason, J. Inorg. Chem. 1993, 52, 379.
32. [Co(OEP)NO] was prepared from 10 mg of Co(OEP) dissolved in dry chioroform solution (∼5 mL) and several drops of pyridine in a narrow Schlenk tube. Purified NO was then bubbled through the solution. Single crystals were obtained by liquid diffusion using methanol (distilled over Mg) as the nonsolvent. Earlier preparations of [Co(OEP)NO] have been reported: Fujita, E.; Chang, C. K.; Fajer, J. J. Am. Chem. Soc. 1985, 107, 7665. Groombridge, C. J.; Larkworthy, L. F.; Mason, J. Inorg. Chem. 1993, 52, 379.
33. 2 with the program SHELXL-93 (Sheldrick, G. M. J. Appl. Crystallogr., in press). Hydrogen atoms were idealized with the standard SHELXL-93 idealization methods. A modified (Karaulov, A. I. School of Chemistry and Applied Chemistry, University of Wales, College of Cardiff, Cardiff CF1 3TB, U.K. Personal communication) version of the absorption correction program DIFABS (Walker, N. P.; Stuart, D. Acta Crystallogr., Sect. A 1983, A39, 158) was applied.
34. 2 with the program SHELXL-93 (Sheldrick, G. M. J. Appl. Crystallogr., in press). Hydrogen atoms were idealized with the standard SHELXL-93 idealization methods. A modified (Karaulov, A. I. School of Chemistry and Applied Chemistry, University of Wales, College of Cardiff, Cardiff CF1 3TB, U.K. Personal communication) version of the absorption correction program DIFABS (Walker, N. P.; Stuart, D. Acta Crystallogr., Sect. A 1983, A39, 158) was applied.
35. 2 with the program SHELXL-93 (Sheldrick, G. M. J. Appl. Crystallogr., in press). Hydrogen atoms were idealized with the standard SHELXL-93 idealization methods. A modified (Karaulov, A. I. School of Chemistry and Applied Chemistry, University of Wales, College of Cardiff, Cardiff CF1 3TB, U.K. Personal communication) version of the absorption correction program DIFABS (Walker, N. P.; Stuart, D. Acta Crystallogr., Sect. A 1983, A39, 158) was applied.
36. 2 with the program SHELXL-93 (Sheldrick, G. M. J. Appl. Crystallogr., in press). Hydrogen atoms were idealized with the standard SHELXL-93 idealization methods. A modified (Karaulov, A. I. School of Chemistry and Applied Chemistry, University of Wales, College of Cardiff, Cardiff CF1 3TB, U.K. Personal communication) version of the absorption correction program DIFABS (Walker, N. P.; Stuart, D. Acta Crystallogr., Sect. A 1983, A39, 158) was applied.
37. Scheidt, W. R.; Hoard, J. L. J. Am. Chem. Soc. 1973, 95, 8289.
38. Richter-Addo, G. B.; Hodge, S. J.; Yi, G.-B.; Khan, M. A.; Ma, T.; Caemelbecke, E. V.; Guo, N.; Kadish, K. M. Inorg. Chem. 1996, 35, 6530-6538; 1997, 36, 2696.
39. Richter-Addo, G. B.; Hodge, S. J.; Yi, G.-B.; Khan, M. A.; Ma, T.; Caemelbecke, E. V.; Guo, N.; Kadish, K. M. Inorg. Chem. 1996, 35, 6530-6538; 1997, 36, 2696.
40. The number in parentheses following each averaged value is the estimated standard deviation calculated on the assumption that all averaged values are drawn from the same population.
41. The main component of uncertainty in the tilt angles is the uncertainty in defining the mean plane of the porphyrin core. We estimate this at ∼0.5°.
42. A detailed examination of crystal packing distances shows no significantly short distances involving the nitrosyl ligand. An illustration showing the immediate environment of the NO is given in the Supporting Information.