A covalent succinylcysteine-like intermediate in the enzyme-catalyzed transformation of maleate to fumarate by maleate isomerase

Journal of the American Chemical Society

Volumn 132, Issue 33, 2010, Pages 11455-11457

  Fisch, Florian ^a   Fleites, Carlos Martinez ^a   Delenne, Marie ^a   Baudendistel, Nina ^a   Hauer, Bernhard ^a,c   Turkenburg, Johan P ^a   Hart, Sam ^a   Bruce, Neil C ^b   Grogan, Gideon ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

^b BASF SE   (Germany)

^c UNIVERSITY OF STUTTGART   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CIS-TRANS ISOMERIZATION; DOUBLE BONDS; FUMARATES; ISOMERASES; ISOMERIZATION REACTION; MALEATE; NOCARDIA; NUCLEOPHILIC ATTACK; RACEMASE;

CATALYSIS; ISOMERS; REACTION INTERMEDIATES;

ISOMERIZATION;

CYSTEINE DERIVATIVE; FUMARIC ACID; ISOMERASE; MALEIC ACID; SUCCINYLCYSTEINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; COVALENT BOND; CRYSTALLIZATION; GENE MUTATION; ISOMERIZATION; NOCARDIA FARCINICA; NONHUMAN; NUCLEOPHILICITY;

BACTERIAL PROTEINS; BINDING SITES; BIOCATALYSIS; CIS-TRANS-ISOMERASES; FUMARATES; LIGANDS; MALEATES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 77955779226     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja1053576     Document Type: Article

References (22)

1. Liu, L., Iwata, K., Yohda, M., and Miki, K. FEBS Lett. 2002, 528, 114-118
2. Gallo, K. A. and Knowles, J. R. Biochemistry 1993, 32, 3981-3990
3. de Jonge, B. L. M., Kutschke, A., Uria-Nickelsen, M., Kamp, H. D., and Mills, S. D. Antimicrob. Agents Chemother. 2009, 53, 3331-3336
4. Lundqvist, T., Fisher, S. L., Kern, G., Folmer, R. H. A., Xue, Y., Newton, D. T., Keating, T. A., Alm, R. A., and de Jonge, B. L. M. Nature 2007, 447, 817-822
5. Martinez-Rodriguez, S., Heras-Vazquez, F. J. L., Clemente-Jimenez, J. M., Mingorance-Cazorla, L., and Rodriguez-Vico, F. Biotechnol. Prog. 2002, 18, 1201-1206
6. Okrasa, K., Levy, C., Wilding, M., Goodall, M., Baudendistel, N., Hauer, B., Leys, D., and Micklefield, J. Angew. Chem., Int. Ed. 2009, 48, 7691-7694
7. Kuettner, E. B., Keim, A., Kircher, M., Rosmus, S., and Sträter, N. J. Mol. Biol. 2008, 377, 386-394
8. Obata, R. and Nakasako, M. Biochemistry 2010, 49, 1963-1969
9. Glavas, S. and Tanner, M. E. Biochemistry 2001, 40, 6199-6204
10. Ruzheinikov, S. N., Taal, M. A., Sedelnikova, S. E., Baker, P. J., and Rice, D. W. Structure 2005, 13, 1707-1713
11. Okrasa, K., Levy, C., Hauer, B., Baudendistel, N., Leys, D., and Micklefield, J. Chem.-Eur. J. 2008, 14, 6609-6613
12. Hatakeyama, K., Asai, Y., Uchida, Y., Kobayashi, M., Terasawa, M., and Yukawa, H. Biochem. Biophys. Res. Commun. 1997, 239, 74-79
13. Hatakeyama, K., Goto, M., Kobayashi, M., Terasawa, M., and Yukawa, H. Biosci., Biotechnol., Biochem. 2000, 64, 1477-1485
14. Hatakeyama, K., Goto, M., Uchida, Y., Kobayashi, M., Terasawa, M., and Yukawa, H. Biosci., Biotechnol., Biochem. 2000, 64, 569-576
15. Ohtaki, A., Nakano, Y., Iizuka, R., Arakawa, T., Yamada, K., Odaka, M., and Yohda, M. Proteins 2008, 70, 1167-1174
16. Polekhina, G., Board, P. G., Blackburn, A. C., and Parker, M. W. Biochemistry 2001, 40, 1567-1576
17. Gabbara, S., Sheluho, D., and Bhagwat, A. S. Biochemistry 1995, 34, 8914-8923
18. Pillai, B., Cherney, M. M., Diaper, C. M., Sutherland, A., Blanchard, J. S., Vederas, J. C., and James, M. N. G. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 8668-8673
19. Alderson, N. L., Wang, Y., Blatnik, M., Frizzell, N., Walla, M. D., Lyons, T. J., Alt, N., Carson, J. A., Nagai, R., Thorpe, S. R., and Baynes, J. W. Arch. Biochem. Biophys. 2006, 450, 1-8
20. Spies, M. A., Reese, J. G., Dodd, D., Pankow, K. L., Blanke, S. R., and Baudry, J. J. Am. Chem. Soc. 2009, 131, 5274-5284
21. Puig, E., Mixcoha, E., Garcia-Viloca, M., González-Lafont, A., and Lluch, J. M. J. Am. Chem. Soc. 2009, 131, 3509-3521
22. Taylor, P., Pealing, S. L., Reid, G. A., Chapman, S. K., and Walkinshaw, M. D. Nat. Struct. Mol. Biol. 1999, 6, 1108-1112