Solvent Polarity Effects and Limited Acid Catalysis in Rearrangements of Model Radicals for the Methylmalonyl-CoA Mutase- and Isobutyryl-CoA Mutase-Catalyzed Isomerization Reactions

Journal of the American Chemical Society

Volumn 126, Issue 17, 2004, Pages 5368-5369

  Daublain, Pierre ^a   Horner, John H ^a   Kuznetsov, Andriy ^a   Newcomb, Martin ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ISOBUTYRYL COENZYME A MUTASE; ISOMERASE; METHYLMALONYL COENZYME A MUTASE; SOLVENT; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYSIS; COMPLEX FORMATION; ISOMERIZATION; POLARIZATION; REACTION ANALYSIS;

ACIDS; ACYL COENZYME A; CATALYSIS; ISOMERISM; METHYLMALONYL-COA MUTASE; MOLECULAR STRUCTURE; SOLVENTS; SPECTROPHOTOMETRY;

EID: 2342533705     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja049913+     Document Type: Article

References (21)

1. Banerjee, R. Chem. Rev. 2003, 103, 2083-2094.
2. Banerjee, R.; Chowdhury, S. In Chemistry and Biochemistry of B12; Banerjee, R., Ed.; Wiley: New York, 1999; pp 707-729.
3. Zerbe-Burkhardt; Ratnatilleke, A.; Vrijbloed, J. W.; Robinson, J. A. In Chemistry and Biochemistry of B12; Banerjee, R., Ed.; Wiley: New York, 1999; pp 859-870.
4. Wollowitz, S.; Halpern, J. J. Am. Chem. Soc. 1984, 106, 8319-8321; Wollowitz, S.; Halpern, J. J. Am. Chem. Soc. 1988, 110, 3112-3120.
5. Wollowitz, S.; Halpern, J. J. Am. Chem. Soc. 1984, 106, 8319-8321; Wollowitz, S.; Halpern, J. J. Am. Chem. Soc. 1988, 110, 3112-3120.
6. Smith, D. M.; Golding, B. T.; Radom, L. J. Am. Chem. Soc. 1999, 121, 9388-9399.
7. Smith, D. M.; Golding, B. T.; Radom, L. J. Am. Chem. Soc. 1999, 121, 1383-1384.
8. Dowd, P.; Zhang, W. Chem. Rev. 1993, 93, 2091-2115.
9. Lindsay, D. A.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1984, 106, 7087-7093; Chatgilialoglu, C.; Ferreri, C.; Lucarini, M.; Venturini, A.; Zavitsas, A. A. Chem. Eur. J. 1997, 3, 376-387; Chatgilialoglu, C.; Timokhin, V. I.; Ballestri, M. J. Org. Chem. 1998, 63, 1327-1329.
10. Lindsay, D. A.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1984, 106, 7087-7093; Chatgilialoglu, C.; Ferreri, C.; Lucarini, M.; Venturini, A.; Zavitsas, A. A. Chem. Eur. J. 1997, 3, 376-387; Chatgilialoglu, C.; Timokhin, V. I.; Ballestri, M. J. Org. Chem. 1998, 63, 1327-1329.
11. Lindsay, D. A.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1984, 106, 7087-7093; Chatgilialoglu, C.; Ferreri, C.; Lucarini, M.; Venturini, A.; Zavitsas, A. A. Chem. Eur. J. 1997, 3, 376-387; Chatgilialoglu, C.; Timokhin, V. I.; Ballestri, M. J. Org. Chem. 1998, 63, 1327-1329.
12. Newcomb, M.; Johnson, C. C.; Manek, M. B.; Varick, T. R. J. Am. Chem. Soc. 1992, 114, 10915-10921.
13. Halgren, T. A.; Roberts, J. D.; Homer, J. H.; Martinez, F. N.; Tronche, C.; Newcomb, M. J. Am. Chem. Soc. 2000, 122, 2988-2994.
14. Newcomb, M.; Miranda, N. J. Am. Chem. Soc. 2003, 125, 4080-4086.
15. Reichardt, C. Chem. Rev. 1994, 94, 2319-2358.
16. Fischer, H.; Radom, L. Angew. Chem., Int. Ed. 2001, 40, 1340-1371.
17. Maiti, N.; Widjaja, L.; Banerjee, R. J. Biol. Chem. 1999, 274, 32733-32737.
18. Thomä, N. H.; Evans, P. R.; Leadlay, P. F. Biochemistry 2000, 39, 9213-9221.
19. Thomä, N. H.; Meier, T. W.; Evans, P. R.; Leadlay, P. F. Biochemistry 1998, 37, 14386-14393.
20. Mancia, F.; Smith, G. A.; Evans, P. R. Biochemistry 1999, 38, 7999-8005.
21. Beatrix, B.; Zelder, O.; Kroll, F. K.; Örlygsson, G.; Golding, B. T.; Buckel, W. Angew. Chem., Int. Ed. Engl. 1995, 34, 2398-2401.