Time-dependent density functional theory study of cobalt corrinoids: Electronically excited states of methylcobalamin

Journal of Chemical Physics

Volumn 129, Issue 8, 2008, Pages

  Andruniów, Tadeusz ^a,b   Jaworska, Maria ^c   Lodowski, Piotr ^c   Zgierski, Marek Z ^d   Dreos, Renata ^e   Randaccio, Lucio ^e   Kozlowski, Pawel M ^a  

^a UNIVERSITY OF LOUISVILLE   (United States)

^b WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

^c UNIVERSITY OF SILESIA   (Poland)

^d NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^e UNIVERSITY OF TRIESTE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTRONIC SPECTRUM; METHYLCOBALAMIN; TIME-DEPENDENT DENSITY FUNCTIONAL THEORY;

DENSITY FUNCTIONAL THEORY;

COBALT; CORRIN; CORRINOID; CYANOCOBALAMIN; DRUG DERIVATIVE; HISTIDINE; MECOBALAMIN; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER PROGRAM; ELECTRON; METHODOLOGY; PH; PHOTOCHEMISTRY; REPRODUCIBILITY; SPECTROPHOTOMETRY; TEMPERATURE; ULTRAVIOLET SPECTROPHOTOMETRY;

COBALT; CORRINOIDS; ELECTRONS; HISTIDINE; HYDROGEN-ION CONCENTRATION; MODELS, CHEMICAL; MOLECULAR STRUCTURE; PHOTOCHEMISTRY; REPRODUCIBILITY OF RESULTS; SOFTWARE; SPECTROPHOTOMETRY; SPECTROPHOTOMETRY, ULTRAVIOLET; TEMPERATURE; VITAMIN B 12; WATER;

EID: 50849114185     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.2956836     Document Type: Article

References (38)

1. See, for example B12, edited by, D. Dolphin, (Wiley-Interscience, New York, 1982); R. Banerjee, Chem. Biol. 1074-5521 10.1016/S1074-5521(97)90286-6 4, 175 (1997); M. L. Ludwig and R. G. Matthews, Annu. Rev. Biochem. 0066-4154 10.1146/annurev.biochem.66.1.269 66, 269 (1997); Vitamin B12 and B12 Proteins, edited by, B. Kräutler, D. Arigoni, and, B. T. Golding, (Wiley-VCH, New York, 1998); L. G. Marzilli, in Bioinorganic Catalysis, edited by, J. Reedijk, and, E. Bouwman, (Marcel Dekker, New York, 1999), pp. 423-468; R. Banerjee, Chemistry and Biochemistry of B12 (Wiley, New York, 1999); T. Toraya, Cell. Mol. Life Sci. 1420-682X 10.1007/s000180050502 57, 106 (2000); R. Banerjee, Biochemistry 0006-2960 10.1021/bi0104423 40, 6191 (2001); R. Banerjee and S. W. Ragsdale, Annu. Rev. Biochem. 0066-4154 10.1146/annurev.biochem.72.121801.161828 72, 209 (2003); R. Banerjee, Chem. Rev. (Washington, D.C.) 0009-2665 10.1021/cr0204395 103, 2083 (2003); T. Toraya, Chem. Rev. (Washington, D.C.) 0009-2665 10.1021/cr020428b 103, 2095 (2003); K. L. Brown, Chem. Rev. (Washington, D.C.) 0009-2665 10.1021/cr030720z 105, 2075 (2005); L. Randaccio, S. Geremia, G. Nardin, and J. Wuerges, Coord. Chem. Rev. 0010-8545 10.1016/j.ccr.2005.12.005 250, 1332 (2006); L. Randaccio, S. Geremia, and J. Wuerges, J. Organomet. Chem. 692, 1198 (2007).
2. R. G. Matthews, Acc. Chem. Res. 34, 681 (2001).
3. F. Mancia, N. H. Keep, A. Nakagawa, P. F. Leadlay, S. McSweeney, B. Rasmussen, P. Bosecke, O. Diat, and P. R. Evans, Structure (London) 0969-2126 10.1016/S0969-2126(96)00037-8 4, 339 (1996); F. Mancia and P. R. Evans, Structure (London) 0969-2126 10.1016/S0969-2126(98)00073-2 6, 711 (1998); F. Mancia, G. A. Smith, and P. R. Evans, Biochemistry 38, 7999 (1999).
4. C. L. Drennan, S. Huang, J. T. Drummond, R. G. Matthews, and M. L. Ludwig, Science 266, 1669 (1994).
5. C. Giannotti, in B12, edited by, D. Dolphin, (Wiley, New York, 1982), Vol. 1, Chap., pp. 393-430.
6. J. M. Pratt, in Chemistry and Biochemistry of B12, edited by, R. Banerjee, (Wiley, New York, 1999), Chap., pp. 113-164.
7. J. A. Hill, J. M. Pratt, and R. J. P. Williams, J. Chem. Soc. 0368-1769 5149 (1964); J. M. Pratt and R. G. Thorp, J. Chem. Soc. 0368-1769 187 (1966); R. A. Firth, H. A. O. Hill, B. E. Mann, J. M. Pratt, R. G. Thorp, and R. J. P. Williams, J. Chem. Soc. 2419 (1968).
8. S. Dong, R. Padmakumar, R. Banerjee, and T. G. Spiro, Inorg. Chim. Acta 270, 392 (1998).
9. J. L. Toohey, Proc. Natl. Acad. Sci. U.S.A. 54, 934 (1965).
10. H. Kuhn, K. H. Drexhage, and H. Martin, Proc. R. Soc. London, Ser. A 1364-5021 288, 348 (1965); P. Day, Theor. Chim. Acta 0040-5744 10.1007/BF00537510 7, 328 (1967); P. Day, Coord. Chem. Rev. 0010-8545 10.1016/S0010-8545(00)00241-1 2, 109 (1967); B. H. Offenhartz, Proc. R. Soc. London, Ser. A 1364-5021 288, 350 (1965); P. O. Offenhartz, B. H. Offenhartz, and M. M. Fung, J. Am. Chem. Soc. 0002-7863 10.1021/ja00713a008 92, 2966 (1970); A. Veillard and B. Pullman, J. Theor. Biol. 0022-5193 10.1016/0022-5193(65) 90079-2 8, 307 (1965); L. L. Ingraham and J. P. Fox, Ann. N.Y. Acad. Sci. 0077-8923 10.1111/j.1749-6632.1969.tb11785.x 153, 738 (1969); G. N. Schrauzer, Naturwiss. 0028-1042 10.1007/BF00601744 53, 459 (1969); G. N. Schrauzer, L. P. Lee, and J. W. Sibert, J. Am. Chem. Soc. 0002-7863 10.1021/ja00713a012 92, 2997 (1970); L. Salem, O. Eisenstein, N. T. Anh, H. B. Burgi, A. Devaquet, G. Segal, and A. Veillard, Nouv. J. Chim. 1, 335 (1977).
11. T. Andruniow, M. Z. Zgierski, and P. M. Kozlowski, Chem. Phys. Lett. 0009-2614 10.1016/S0009-2614(00)01211-2 331, 509 (2000); T. Andruniow, M. Z. Zgierski, and P. M. Kozlowski, J. Phys. Chem. B 1089-5647 10.1021/jp000810x 104, 10921 (2000); T. Andruniow, M. Z. Zgierski, and P. M. Kozlowski, J. Am. Chem. Soc. 0002-7863 10.1021/ja0041728 123, 2679 (2001); P. M. Kozlowski, Curr. Opin. Chem. Biol. 1367-5931 10.1016/S1367-5931(01)00273-3 5, 736 (2001); M. Freindorf and P. M. Kozlowski, J. Am. Chem. Soc. 0002-7863 10.1021/ja028473o 126, 1930 (2004); T. Andruniow, J. Kuta, M. Z. Zgierski, and P. M. Kozlowski, Chem. Phys. Lett. 0009-2614 10.1016/j.cplett.2005.04.111 410, 410 (2005); P. M. Kozlowski and M. Z. Zgierski, J. Phys. Chem. B 1089-5647 10.1021/jp040373c 108, 14163 (2004); P. M. Kozlowski, T. Kamachi, T. Toraya, and K. Yoshizawa, Angew. Chem., Int. Ed. 46, 980 (2007).
12. N. Dölker, F. Maseras, and A. Lledós, J. Phys. Chem. B 1089-5647 10.1021/jp010144f 105, 7564 (2001); N. Dölker, F. Maseras, and A. Lledós, J. Phys. Chem. B 1089-5647 10.1021/jp026233p 107, 306 (2003); N. Dölker, F. Maseras, and P. E. M. Siegbahn, Chem. Phys. Lett. 0009-2614 10.1016/j.cplett.2004.01.048 386, 174 (2004); N. Dölker, A. Morreale, and F. Maseras, JBIC, J. Biol. Inorg. Chem. 10, 509 (2005).
13. L. Randaccio, S. Geremia, M. Stener, D. Toffoli, and E. Zangrando, Eur. J. Inorg. Chem. 93 (2002).
14. K. P. Jensen, S. P. A. Sauer, T. Liljefors, and P.-O. Norrby, Organometallics 0276-7333 10.1021/om000260p 20, 550 (2001); K. P. Jensen and U. Ryde, J. Mol. Struct.: THEOCHEM 0166-1280 585, 239 (2002); K. P. Jensen and U. Ryde, J. Am. Chem. Soc. 0002-7863 10.1021/ja034697a 125, 13970 (2003); K. P. Jensen and U. Ryde, ChemBioChem 1439-4227 10.1002/cbic.200200449 4, 413 (2003); K. P. Jensen and U. Ryde, J. Am. Chem. Soc. 127, 9117 (2005).
15. C. Rovira, X. Biames and K. Kunc, Inorg. Chem. 0020-1669 10.1021/ic049810s 43, 6628 (2004); C. Rovira and P. M. Kozlowski, J. Phys. Chem. B 111, 3251 (2007).
16. T. Andruniow, P. M. Kozlowski, and M. Z. Zgierski, J. Chem. Phys. 115, 7522 (2001).
17. T. R. Stich, A. J. Brooks, N. R. Buan, and J. C. Brunold, J. Am. Chem. Soc. 125, 5897 (2003).
18. M. Jaworska, P. Lodowski, T. Andruniow, and P. M. Kozlowski, J. Phys. Chem. B 111, 2419 (2007).
19. T. A. Stich, N. R. Buan, and T. C. Brunold, J. Am. Chem. Soc. 126, 9735 (2003).
20. M. Jaworska and P. Lodowski, J. Mol. Struct.: THEOCHEM 0166-1280 10.1016/S0166-1280(03)00249-5 631, 209 (2003); M. D. Liptak and T. C. Brunold, J. Am. Chem. Soc. 128, 9144 (2006).
21. M. Jaworska, G. Kozibut, and P. Lodowski, J. Phys. Chem. A 107, 1339 (2003).
22. E. Runge and E. K. U. Gross, Phys. Rev. Lett. 52, 997 (1984).
23. A. Dreuw and M. Head-Gordon, Chem. Rev. (Washington, D.C.) 0009-2665 10.1021/cr0505627 105, 4009 (2005); A. Dreuw, ChemPhysChem 7, 2259 (2006).
24. K. P. Jensen and U. Ryde, J. Phys. Chem. A 107, 7539 (2003).
25. J. Kuta, S. Patchkovskii, M. Z. Zgierski, and P. M. Kozlowski, J. Comput. Chem. 27, 1429 (2006).
26. A. D. Becke, Phys. Rev. A 1050-2947 10.1103/PhysRevA.38.3098 38, 3098 (1998); C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988).
27. A. D. Becke, J. Chem. Phys. 0021-9606 10.1063/1.464913 98, 5648 (1993); J. P. Perdew, Phys. Rev. B 33, 8822 (1986).
28. A. J. Brooks, M. Vlasie, R. Banerjee, and T. C. Brunold, J. Am. Chem. Soc. 126, 8167 (2004).
29. A. J. Brooks, C. C. Fox, E. N. G. Marsh, M. Vlasie, R. Banerjee, and T. C. Brunold, Biochemistry 44, 15167 (2005).
30. L. Randaccio, M. Furlan, S. Geremia, M. Slouf, I. Srnova, and D. Toffoli, Inorg. Chem. 39, 3403 (2000).
31. M. J. Frisch, G. W. Trucks, H. B. Schlegel, GAUSSIAN 03, Revision C.02, Gaussian, Inc., Pittsburgh, PA, 2003.
32. A. Schaefer, H. Horn, and R. Ahlrichs, J. Chem. Phys. 97, 2571 (1992).
33. H. A. O. Hill, J. M. Pratt, and R. J. P. Williams, Proc. R. Soc. London, Ser. A 1364-5021 288, 352 (1965); C. B. Perry, M. A. Fernandes, K. L. Brown, X. Zou, E. J. Valente, and H. M. Marques, Eur. J. Inorg. Chem. 2095 (2003).
34. T. Andruniow, M. Z. Zgierski, and P. M. Kozlowski, Chem. Phys. Lett. 0009-2614 10.1016/S0009-2614(00)01210-0 331, 502 (2000); T. Andruniow, M. Z. Zgierski, and P. M. Kozlowski, J. Phys. Chem. A 106, 1365 (2002).
35. P. M. Kozlowski, T. Andruniow, A. A. Jarzecki, M. Z. Zgierski, and T. G. Spiro, Inorg. Chem. 45, 5585 (2006).
36. A. E. Reed, L. A. Curtiss, and F. Weinhold, Chem. Rev. (Washington, D.C.) 88, 899 (1988).
37. C. H. Chang, A. J. Boone, R. J. Bartlett, and N. G. J. Richards, Inorg. Chem. 43, 458 (2004).
38. R. K. Szilagyi, M. Mertz, and E. I. Salomon, J. Phys. Chem. A 106, 2994 (2002).