Identification of cis-ethanesemidione as the organic radical derived from glycolaldehyde in the suicide inactivation of dioldehydrase and of ethanolamine ammonia-lyase

Biochemistry

Volumn 39, Issue 20, 2000, Pages 6250-6257

  Abend, Andreas ^b   Bandarian, Vahe ^c   Reed, George H ^a   Frey, Perry A ^a  

^a UNIVERSITY OF WISCONSIN   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

^c UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ETHANOLAMINE AMMONIA LYASE;

ARTICLE; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; ENZYME ANALYSIS; ENZYME INACTIVATION; ENZYME INHIBITION; PRIORITY JOURNAL;

ACETALDEHYDE; COBALT; ELECTRON SPIN RESONANCE SPECTROSCOPY; ENZYME ACTIVATION; ENZYME INHIBITORS; ETHANOLAMINE AMMONIA-LYASE; FREE RADICALS; MODELS, CHEMICAL; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PROPANEDIOL DEHYDRATASE; PROPYLENE GLYCOL; SALMONELLA TYPHIMURIUM; SOLVENTS; SPIN LABELS; SUBSTRATE SPECIFICITY;

EID: 0034705081     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi992963k     Document Type: Article

References (32)

1. Lee, H. A., and Abeles, R. H. (1963) J. Biol. Chem. 238, 2367-2373.
2. Frey, P. A. (1990) Chem. Rev. 90, 1343-1357.
3. Frey, P. A. (1997) Curr. Opin. Chem. Biol. 1, 347-356.
4. Lawrence, C. C., and Stubbe, J. (1998) Curr. Opin. Chem. Biol. 2, 650-655.
5. Halpern, J., Kim, S.-H., and Leung, T. W. (1984) J. Am. Chem. Soc. 106, 8317-8319.
6. Finke, R. J., and Hay, B. P. (1984) Inorg. Chem. 23, 3041-3043.
7. Licht, S., Gerfen, G. J., and Stubbe, J. (1996) Science 271, 477-481.
8. Hogenkamp, H. P. C. (1999) in Chemistry and Biochemistry of B12 (Banerjee, R., Ed.) pp 3-8, Wiley-Interscience, New York.
9. Retey, J., Umani-Ronchi, A., Sebl, J., and Arigoni, D. (1966) Experientia 22, 502-503.
10. Zagalak, B., Frey, P. A., Karabatsos, G. L., and Abeles, R. H. (1966) J. Biol. Chem. 241, 3028-3035.
11. Schepler, K. L., Dunham, W. R., Sands, R. H., Fee, J. A., and Abeles, R. H. (1975) Biochim. Biophys. Acta 397, 510-518.
12. Toraya, T., Krodel, E., Mildvan, A. S., and Abeles, R. H. (1979) Biochemistry 18, 417-426.
13. Shibata, N., Masuda, J., Tobimatsu, T., Toraya, T., Suto, K., Morimoto, Y., and Yasuoka, N. (1999) Structure 7, 997-1008.
14. Wagner, O. W., Lee, H. A. J., Frey, P. A., and Abeles, R. H. (1966) J. Biol. Chem. 249, 1751-1762.
15. Fontecave, M., and Mulliez, E. (1999) in Chemistry and Biochemistry of B12 (Banerjee, R., Ed.) pp 731-756, Wiley-Interscience, New York.
16. Abend, A., Bandarian, V., Nitsche, R., Stupperich, E., and Retey, J. (1998) Angew. Chem., Int. Ed. Engl. 37, 625-627.
17. Faust, L. P., Connor, J. A., Roof, D. M., Hoch, J. A., and Babior, B. M. (1990) J. Biol. Chem. 265, 12462-12466.
18. Bandarian, V., and Reed, G. H. (1999) Biochemistry 38, 12394-12402.
19. Morton, J. R. (1964) Chem. Rev. 64, 453-471.
20. Russell, G. A. (1968) in Radical Ions (Kaiser, E. T., and Kevan, L., Eds.) pp 87-150, Wiley-Interscience, New York.
21. Pake, G. E. (1948) J. Chem. Phys. 16, 327-336.
22. Abragam, A., and Bleaney, B. (1970) Electron Paramagnetic Resonance of Transition Ions, Oxford Univeristy Press, Oxford, England.
23. Eaton, G. R., and Eaton, S. S. (1989) Biol. Magn. Reson. 8, 339-397.
24. Eggerer, H., Stadtman, E. R., Overath, P., and Lynen, F. (1960) Biochem. Z. 333, 1-9.
25. Gerfen, G. J. (1999) in Chemistry and Biochemistry of B12 (Banerjee, R., Ed.) pp 165-195, Wiley-Interscience, New York.
26. Luckhurst, G. R. (1976) in Spin Labeling: Theory and Practice (Berliner, L. J., Ed.) pp 133-181, Academic Press, New York.
27. Toraya, T. (1999) in Chemistry and Biochemistry of B12 (Banerjee, R., Ed.) pp 783-809, Wiley-Interscience, New York.
28. Owen, J., and Harris, E. A. (1972) in Electron Paramagnetic Resonance (Geschwind, S., Ed.) pp 427-492, Plenum, New York.
29. Walling, C., and Johnson, R. A. (1975) J. Am. Chem. Soc. 97, 2405-2407.
30. Bansal, K. M., Gratzel, M., Henglein, A., and Janata, E. (1973) J. Phys. Chem. 77, 16-19.
31. Lenz, R., and Giese, B. (1997) J. Am. Chem. Soc. 119, 2784-2794.
32. Frey, P. A. (1968) Ph.D. Thesis, Brandeis University.