Co-C bond activation in methylmalonyl-CoA mutase by stabilization of the post-homolysis product Co2+cobalamin

Journal of the American Chemical Society

Volumn 127, Issue 47, 2005, Pages 16522-16528

  Brooks, Amanda J ^a   Vlasie, Monica ^b,c   Banerjee, Ruma ^b   Brunold, Thomas C ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^c LEIDEN UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; COBALT; ELECTRONIC STRUCTURE; ENZYMES; MOLECULAR DYNAMICS; STABILIZATION;

CIRCULAR DICHROISM (CD); ENZYME MECHANISMS; HOMOLYSIS; MOLECULAR ORBITALS;

CHEMICAL BONDS;

CARBON; COBALAMIN; COBALT; COBAMAMIDE; METHYLMALONYL COENZYME A MUTASE;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; DENSITY FUNCTIONAL THEORY; ENZYME ACTIVE SITE; ENZYME ACTIVITY; HOMOLYSIS; PROTEIN FUNCTION; REACTION ANALYSIS;

BINDING SITES; CARBON; CIRCULAR DICHROISM; COBALT; ENZYME ACTIVATION; HYDROGEN BONDING; METHYLMALONYL-COA MUTASE; MOLECULAR STRUCTURE; VITAMIN B 12;

EID: 27944449138     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0503736     Document Type: Article

References (47)

1. Kolhouse, J. F.; Allen, R. H. Proc. Natl. Acad. Sci. U.S.A. 1977, 74, 921-925.
2. Banerjee, R. Chem. Rev. 2003, 103, 2083-2094.
3. Hay, B. P.; Finke, R. G. J. Am. Chem. Soc. 1987, 109, 8012-8018.
4. Chowdhury, S.; Banerjee, R. Biochemistry 2000, 39, 7998-8006.
5. 2+Cbl and Ado*.
6. Brooks, A. J.; Vlasie, M.; Banerjee, R.; Brunold, T. C. J. Am. Chem. Soc. 2004, 126, 8167-8180.
7. Dong, S. L.; Padmakumar, R.; Maiti, N.; Banerjee, R.; Spiro, T. G. J. Am. Chem. Soc. 1998, 120, 9947-9948.
8. Dong, S. L.; Padmakumar, R.; Banerjee, R.; Spiro, T. G. J. Am. Chem. Soc. 1999, 121, 7063-7070.
9. Padmakumar, R.; Banerjee, R. Biochemistry 1997, 36, 3713-3718.
10. Padmakumar, R.; Taoka, S.; Banerjee, R. J. Am. Chem. Soc. 1995, 117, 7033-7034.
11. Padmakumar, R.; Banerjee, R. J. Biol Chem. 1995, 270, 9295-9300.
12. Abend, A.; Illich, V.; Retey, J. Eur. J. Biochem. 1997, 249, 180-186.
13. Stich, T. A.; Buan, N. R.; Brunold, T. C. J. Am. Chem. Soc. 2004, 126, 9735-9749.
14. Solomon, E. I.; Hanson, M. A. In Inorganic Electronic Structure and Spectroscopy; Solomon, E. I., Lever, A. B. P., Eds.; John Wiley & Sons: New York, 1999; Vol. II, pp 1-130.
15. Stich, T. A.; Brooks, A. J.; Buan, N. R.; Brunold, T. C. J. Am. Chem. Soc. 2003, 125, 5897-5914.
16. Pohl, N. L.; Hans, M.; Lee, H. Y.; Kim, Y. S.; Cane, D. E.; Khosla, C. J. Am. Chem. Soc. 2001, 123, 5822-5823.
17. Fonseca, M. V.; Escalante-Semerena, J. C. J. Bacteriol. 2000, 182, 4304-4309.
18. Fonseca, M. V.; Escalante-Semerena, J. C. J. Biol. Chem. 2001, 276, 32101-32108.
19. 12: Chemisîry, Biochemistry, Nutrition, Ecology and Medicine; De Gruyter: New York, 1987.
20. Kräutler, B.; Keller, W.; Kratky, C. J. Am. Chem. Soc. 1989, 111, 8936-8938.
21. Randaccio, L.; Furlan, M.; Geremia, S.; Slouf, M.; Srnova, I.; Toffoli, D. Inorg. Chem. 2000, 39, 3403-3413.
22. Guerra, C. F.; Snijders, J. G.; te Velde, G.: Baerends, E. J. Theor. Chem. Acc. 1998, 99, 391-403.
23. te Velde, G.; Bickelhaupt, F. M.; Gisbergen, S. J. A. v.; Guerra, C. F.; Baerends, E. J.; Snijders, J. G.; Ziegler, T. J. Comput. Chem. 2001, 22, 931-967.
24. ADF2002.03, SCM. Theoretical Chemistry; Vrije Universiteit: Amsterdam, The Netherlands: http://www.scm.com.
25. Neese, F. ORCA, version 2.2; an ab initio, density functional, and semiempirical program package; Max-Planck-lnstitut für Bioanorganische Chemie: Mülheim an der Ruhr, Germany, 2001.
26. Vosko, S. H.; Wilk, L.; Nusair, M. Can. J. Phys. 1980, 58, 1200-1211.
27. Becke, A. D. J. Chem. Phys. 1986, 84, 4524-4529.
28. Perdew, J. P. Phys. Rev. B 1986, 33, 8822-8824.
29. Slater, J. C. The Calculation of Molecular Orbitals; John Wiley & Sons: New York, 1979.
30. Perdew, J. P.; Wang, Y. Phys. Rev. B 1992, 45, 13244-13249.
31. Godbout, N.; Salahub, D. R.; Andzeim, J.; Wimmer, E. Can. J. Chem. 1992, 70, 560-571.
32. Laaksonen, L. J. Mol. Graphics 1992, 10, 33-34.
33. Bergman, D. L.; Laaksonen, L.; Laaksonen, A. J. Mol. Graphics Modell. 1997, 15, 301-306.
34. Klamt, A.; Schuurmann, G. J. Chem. Soc. Perkin Trans. 2 1993, 799-805.
35. Andrelm, J.; Kolmel, C.; Klamt, A. J. Chem. Phys. 1995, 103, 9312-9320.
36. Klamt, A.; Jonas, V.; Burger, T.; Lohrenz, J. C. W. J. Phys. Chem. A 1998, 102, 5074-5085.
37. Klamt, A. J. Phys. Chem. 1996, 100, 3349-3353.
38. Pye, C. C.; Ziegler, T. Theor. Chem. Acc. 1999, 101, 396-408.
39. 2+Cbl upon photolysis and thus yielded data with the best signal/noise ratio.
40. Brooks, A. J.; Fox, C. C.; Marsh, E. N. G.; Vlasie, M.; Banerjee, R.; Brunold, T. C. Biochemistry 2005, in press.
41. Abs); see ref 14.
42. Harmer, J.; Van Doorslaer, S.; Gromov, I.; Schweiger, A. Chem. Phys. Lett. 2002, 358, 8-16.
43. 2+Cbl is significantly perturbed by the MMCM active site, no simple correlation exists between the observed MCD band shifts and the extent of enzymatic stabilization of the bound cofactor.
44. Ludwig, M. L.; Matthews, R. G. Annu. Rev. Biochem. 1997, 66, 269-313.
45. Jarrett, J. T.; Choi, C. Y.; Matthews, R. G. Biochemistry 1997, 36, 15739-15748.
46. Michel, H. Biochemistry 1999, 38, 15129-15140.
47. Miller, A.-F. Curr. Opin. Chem. Biol. 2004, 8, 162-168.