On the mechanism of chorismate mutases: Clues from wild-type E. coli enzyme and a site-directed mutant related to yeast; chorismate mutase

Tetrahedron Letters

Volumn 37, Issue 48, 1996, Pages 8675-8678

  Galopin, Christophe C ^a   Zhang, Sheng ^b   Wilson, David B ^b   Ganem, Bruce ^a  

^a Department of Molecular Biology and Genetics   (United States)

^b NONE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHORISMATE MUTASE; CHORISMIC ACID;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ENZYME CONFORMATION; ESCHERICHIA COLI; HYDROGEN BOND; SITE DIRECTED MUTAGENESIS; THERMODYNAMICS;

ESCHERICHIA COLI;

EID: 16144366111     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02007-2     Document Type: Article

References (24)

1. 1. Haslam, E. Shikimic Acid Metabolism and Metabolites; John Wiley & Sons: New York, 1993.
2. 2. (a) Claisen, L. Chem. Ber. 1912, 45, 3157;
3. (b) Murray, R. D. H.; Sutcliffe, M.; Hasegawa, M. Tetrahedron 1975, 31, 2966.
4. 3. Nonoshita, K.; Banno, H.; Maruoka, K.; Yamamoto, H. J. Am. Chem. Soc. 1990, 112, 316.
5. 4. Maruoka, K.; Saito, S.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 1165.
6. 5. Romero, R. M.; Roberts, M. F.; Phillipson, J. D. Phytochemistry 1995, 40, 1015.
7. 6. Lee, A. Y.; Karplus, P. A.; Ganem, B.; Clardy, J. J. Am. Chem. Soc. 1995, 117, 3627.
8. 7. Xue, Y.; Lipscomb, W. N. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 10595.
9. 8. Haynes, M. R.; Stura, E. A.; Hilvert, D.; Wilson, I. A. Science 1994, 263, 646.
10. 9. Gorisch, H. Biochemistry 1978, 17, 3700.
11. 10. Kast, P.; Asif-Ullah, M.; Hilvert, D. Tetrahedron Lett. 1996, 37, 2691.
12. 11. Lee, A. Y.; Clardy, J.; Stewart, J. D.; Ganem, B. Chemistry and Biology 1995, 2, 195.
13. 12. Nishioka, L.; Woodin, T. Anal. Biochem. 1972, 45, 617.
14. 13. Zhang, S.; Kongsaeree, P.; Clardy, J.; Wilson, D. B.; Ganem, B. Bioorg. Med. Chem. 1996, 4, 1015.
15. 14. Cload, S. T.; Liu, D. R.; Pastor, R. M.; Schultz, P. G. J. Am. Chem. Soc. 1996, 118, 1787.
16. 15. Kast, P.; Hartgerink, J. D.; Asif-Ullah, M.; Hilvert, D. J. Am. Chem. Soc. 1996, 118, 3069.
17. 16. Schmidheini, T.; Mösch, H.-U.; Evans, J. N. S.; Braus, G. Biochemistry 1990, 29, 3660.
18. m >10,000 μ-M).
19. 18. Ganem, B. Angew. Chem. Int. Ed. Engl. 1996, 35, 936.
20. 19. Coates, R. M.; Rogers, B. D.; Hobbs, S. J.; Peck, D. R.; Curran, D. P. J. Am. Chem. Soc. 1987, 109, 1160.
21. 20. Gajewski, J. J.; Jurayj, J.; Kimbrough, D. R.; Gande, M. E.; Ganem, B.; Carpenter, B. K. J. Am. Chem. Soc. 1987, 109, 1170.
22. 21. Severance, D. L.; Jorgensen, W. L. J. Am. Chem. Soc. 1992, 114, 10966.
23. 22. Wiest, O.; Houk, K. N. J. Am. Chem. Soc. 1995, 117, 11628.
24. 23. Curran, D. P.; Kuo, L. H. Tetrahedron Lett. 1995, 36, 6647.