Inhibition of thiamin diphosphate dependent enzymes by 3-deazathiamin diphosphate

Organic and Biomolecular Chemistry

Volumn 2, Issue 12, 2004, Pages 1732-1741

  Mann, Stéphane ^a   Melero, Concepcion Perez ^a   Hawksley, Dan ^a   Leeper, Finian J ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYLATION; CATALYST ACTIVITY; CHEMICAL BONDS; CRYSTAL STRUCTURE; CRYSTALLOGRAPHY; DEHYDROGENATION; ENZYME INHIBITION; ESCHERICHIA COLI; OXIDATION; PROTONS; RATE CONSTANTS; SUBSTRATES; SYNTHESIS (CHEMICAL);

BOND CLEAVAGE; CARBONYL GROUP; PYRUVATE DECARBOXYLASE (PDC); THIAMIN DIPHOSPHATE (TPP);

COENZYMES;

ESCHERICHIA COLI; ZYMOMONAS MOBILIS;

BENZENE DERIVATIVE; COCARBOXYLASE; DRUG DERIVATIVE; ENZYME INHIBITOR; OXOGLUTARATE DEHYDROGENASE; PYRUVATE DECARBOXYLASE;

ARTICLE; BINDING COMPETITION; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; ENZYMOLOGY; ESCHERICHIA COLI; KINETICS; METABOLISM; SYNTHESIS; ZYMOMONAS;

BENZENE DERIVATIVES; BINDING SITES; BINDING, COMPETITIVE; ENZYME INHIBITORS; ESCHERICHIA COLI; KETOGLUTARATE DEHYDROGENASE COMPLEX; KINETICS; MODELS, MOLECULAR; PYRUVATE DECARBOXYLASE; THIAMINE PYROPHOSPHATE; ZYMOMONAS;

EID: 3042826869     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b403619k     Document Type: Article

References (27)

1. F. Jordan, Nat. Prod. Rep., 2003, 20, 184.
2. E. Chabriere, M. H. Charon, A. Volbeda, L. Pieulle, E. C. Hatchikian and J. C. Fontecilla-Camps, Nat. Struct. Biol., 1999, 6, 182.
3. U. Nilsson, L. Meshalkina, Y. Lindqvist and G. Schneider, J. Biol. Chem., 1997, 272, 1864.
4. E. Fiedler, S. Thorell, T. Sandalova, R. Golbik, S. Knig and G. Schneider, Proc. Natl. Acad. Sci. U. S. A., 2002, 99, 591.
5. E. Chabriere, C. Vernede, B. Guigliarelli, M. H. Charon, E. C. Hatchikian and J. C. Fontecilla-Camps, Science, 2001, 294, 2559.
6. S. S. Pang, R. G. Duggleby, R. L. Schowen and L. W. Guddat, J. Biol. Chem., 2004, 279, 2242.
7. D. Hawksley, D. A. Griffin and F. J. Leeper, J. Chem. Soc., Perkin Trans. 1, 2001, 144.
8. W. Davies and W. H. Perkin, J. Chem. Soc., 1922, 121, 2202.
9. S. Bearne, K. Karimian and R. Kluger, Biochemistry, 1988, 27, 3084.
10. H. Koike and T. Yusa, Methods Enzymol., 1970, 18, 105.
11. V. J. Davisson, D. R. Davis, V. M. Dixit and C. D. Poulter, J. Org. Chem., 1987, 52, 1794.
12. G. Schenk, F. J. Leeper, R. England, P. F. Nixon and R. G. Duggleby, Eur. J. Biochem., 1997, 248, 63.
13. R. J. Diefenbach and R. G. Duggleby, Biochem. J., 1991, 276, 439.
14. M. Pohl, J. Groetzinger, A. Wollmer and M. R. Kula, Eur. J. Biochem., 1994, 224, 651.
15. D. Dobritzsch, S. Koenig, G. Schneider and G. Lu, J. Biol. Chem., 1998, 273, 20196.
16. L. S. Khailova, R. Bernhardt and G. Hübner, Biokhimiya (Moscow), 1977, 42, 113.
17. F. Jordan, H. J. Li and A. Brown, Biochemistry, 1999, 38, 6369.
18. F. Dyda, W. Furey, S. Swaminathan, M. Sax, B. Farrenkopf and F. Jordan, Biochemistry, 1993, 32, 6165.
19. M. Lobell and D. H. G. Grout, J. Am. Chem. Soc., 1996, 118, 1867.
20. J. A. Gutowski and G. E. Lienhard, J. Biol. Chem., 1976, 251, 2863.
21. U. Nilsson, Y. Lindqvist, R. Kluger and G. Schneider, FEBS Lett., 1993, 326, 145.
22. R. Kluger, G. Gish and G. Kauffman, J. Biol. Chem., 1984, 259, 8960.
23. N. Nemeria, Y. Yan, Z. Zhang, A. M. Brown, P. Arjunan, W. Furey, J. R. Guest and F. Jordan, J. Biol. Chem., 2001, 276, 45969.
24. P. N. Lowe, F. J. Leeper and R. N. Perham, Biochemistry, 1983, 22, 150.
25. D. D. Perrin, W. L. F. Armarego and D. R. Perrin, Purification of Laboratory Chemicals, Pergamon, Oxford, 1980.
26. P. Chand, Y. S. Babu, S. Bantia, N. Chu, L. B. Cole, P. L. Kotian, W. G. Laver, J. A. Montgomery, V. P. Pathak, S. L. Petty, D. P. Shrout, D. A. Walsh and G. M. Walsh, J. Med. Chem., 1997, 40, 4030.
27. M. M. Bradford, Anal. Biochem., 1976, 72, 248.