The Conformational Equilibrium of Chorismate in Solution: Implications for the Mechanism of the Non-Enzymic and the Enzyme-Catalyzed Rearrangement of Chorismate to Prephenate

Journal of the American Chemical Society

Volumn 109, Issue 16, 1987, Pages 5008-5013

  Copley, Shelley D ^a   Knowles, Jeremy R ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001138032     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00250a040     Document Type: Article

References (27)

1. Haslam, E. The Shikimate Pathway, Wiley: New York, 1974.
2. Andrews, P. R.; Smith, G. D.; Young, I. G. Biochemistry 1973, 12, 3492.
3. Sampathkumar, P.; Morrison, J. F. Biochim. Biophys. Acta 1982, 702, 212. Koch, G. L. E.; Shaw, D. C.; Gibson, F. Biochim. Biophys. Acta 1972, 258, 719.
4. Ife, R. J.; Ball, L. F.; Lowe, P.; Haslam, E. J. Chem. Soc., Perkin Trans. 1 1976, 1776.
5. Andrews, P. R.; Cain, E. N.; Rizzardo, E.; Smith, G. D. Biochemistry 1977. 16. 4848.
6. Sogo, S. G.; Widlanski, T. S.; Hoare, J. H.; Grimshaw, C. E.; Berch-told, G. A.; Knowles, J. R. J. Am. Chem. Soc. 1984. 106. 2701.
7. Addadi, L.; Jaffe, E. K.; Knowles. J. R., Biochemistry 1983. 22. 4494.
8. Copley, S. D.; Knowles, J. R. J. Am. Chem. Soc. 1985. 107, 5306.
9. Edwards, J. M.; Jackman, L. M. Aust. J. Chem. 1965, 18, 1227.
10. Andrews, P. R.; Haddon. R. C. Aust. J. Chem. 1979. 32. 1921. It
11. Batterham. T. J.: Young. I. G. Tetrahedron Lett. 1969, 12, 945.
12. Guilford, W.; Copley, S. D.; Knowles, J. R. J. Am. Chem. Soc., following paper in this issue.
13. Gibson F. Biochem. Prep. 1968, 12, 94.
14. Heyde, E.; Morrison, J. F. Biochemistry 1978, 17, 1573.
15. Nishioka, L.; Woodin, T. Anal. Biochem. 1972, 45, 617.
16. Kamlus, M. J. Chem. Phvs. 1959. 30. 11.
17. Karplus, M. J. Am. Chem. Soc. 1963, 85, 2870.
18. Haasnoot, C. A. G.; de Leeuw, F. A. A. M.; Altona, C. Tetrahedron 1980, 36, 2783.
19. Pachler, K. G. R. J. Chem. Soc., Perkin Trans. 2 1972. 1936.
20. Hofner, D.; Lesko, S. A.; Binsch, G. Org, Magn. Reson. 1978,11, 179.
21. Hofner. D.: Tamir. I.; Binsch, G. Org. Magn. Reson. 1978, 11, 172.
22. Bowmaker, G. A.; Calvert, D. J.; de la Mare, P. B. D.; Jones, A. J. Org. Magn. Reson. 1982, 20, 191.
23. Young, I. G.; Gibson, F.; MacDonald, C. G. Biochim. Biophys. Acta 1969, 192, 62.
24. Barieux, J. J. ; Gore, J.;Richer, J. C. Bull. Soc. Chim. 1974, 1020.
25. Gajewski, J. J.; Jurayj, J.; Kimbrough, D. R.; Gande, M. E.; Ganem, B.; Carpenter, B. K. J. Am. Chem. Soc. 1987, 109, 1170.
26. White, W. N.; Wolfarth, E. F. J. Org. Chem. 1970, 35,3585.
27. Coates, R. M.; Rogers, B. D.; Hobbs, S. J.; Peck, D. R.; Curran, D. P. J. Am. Chem. Soc. 1987, 109, 1160.