Transition structure selectivity in enzyme catalysis: A QM/MM study of chorismate mutase

Theoretical Chemistry Accounts

Volumn 105, Issue 3, 2001, Pages 207-212

  Martí, Sergio ^a   Andrés, Juan ^a   Moliner, Vicent ^a   Silla, Estanislao ^b   Tuñón, Iñaki ^b   Bertrán, Juan ^c  

^a Box 224   (Spain)

^b UNIVERSITY OF VALENCIA   (Spain)

^c UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

Ab initio calculations; Chorismate mutase; Enzyme catalysis; Quantum mechanics molecular mechanics; Rearrangement

Indexed keywords

EID: 0035605891     PISSN: 1432881X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002140000203     Document Type: Article

References (31)

1. Haslam E (1974) The shikimate pathway. Wiley, New York
2. Weiss U, Edwards JM (1980) The biosynthesis of aromatic compounds. Wiley, New York
3. Sogo SG, Widlanski TS, Hoare JH, Grimshaw CE, Berchtold GA, Knowles JR (1984) J Am Chem Soc 106: 2701
4. Copley SD, Knowles JR (1987) J Am Chem Soc 109: 5008
5. Dirggers EM, Cho HS, Liu CW, Katzka CP, Braisted AC, Ulrich HD, Wemmer DE, Schultz PG (1998) J Am Chem Soc 120: 1945
6. (a) Jenks WP (1987) Catalysis in chemistry and enzymology. Dover, New York;
7. (b) Williams IH (1993) Chem Soc Rev 22: 277
8. Gustin DJ, Mattei P. Kast P. Wiest O, Lee L, Clelund WW, Hilvert D (1999) J Am Chem Soc 121: 1756
9. Wiest O, Houk KN (1995) J Am Chem Soc 117: 11628
10. Davidson MM, Gould IR, Hillier IH (1996) J Chem Soc Perkin Trans 2: 525
11. Khanjin NA, Snyder JP, Menger FM (1999) J Am Chem Soc 121: 11831
12. Lyne PD, Mullholland AJ, Richards WG (1995) J Am Chem Soc 117: 11345
13. Carlson HA, Jorgensen WL (1996) J Am Chem Soc 118: 8475
14. Davidson MM, Guest JM, Craw JS, Hillier IH, Vincent MA (1997) J Chem Soc Perkin Trans 2: 1395
15. Warshel A, Levitt M (1976) J Mol Biol 103: 227
16. Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP (1985) J Am Chem Soc 107: 3902
17. (a) Becke AD (1988) Phys Rev A 38: 3098;
18. (b) Becke AD (1993) J Chem Phys 98: 5648;
19. (c) Lee C, Yang W, Parr RG (1988) Phys Rev B 37: 785
20. Frisch MJ, Trucks GW, Schlegel HB, Gill PMW, Johnson BG, Robb MA, Cheeseman JR, Keith T, Petersson GA, Montgomery JA, Raghavachari K, Al-laham MA, Zakrzewski VG, Ortiz JV, Foresman JB, Cioslowski J, Stefanov BB, Nanayakkara A, Challacombe M, Peng CY, Ayala PY, Chen W, Wong MW, Andres JL, Reploge ES, Gomperts R, Martin RL, Fox DJ, Binkley JS, Defrees DJ, Baker J, Stewart JP, Head-Gordon M, Gonzalez C, Pople JA (1995) Gaussian 94, revision D3, Gaussian Pittsburgh
21. Schlegel HB (1982) J Comput Chem 3: 214
22. Brooks BR, Bruccoleri RE, Olafson BD, States DJ, Swaminathan S, Karplus M (1983) J Comput Chem 4: 187
23. (a) Moliner V, Turner AJ, Williams IH (1997) J Chem Soc Chem Commun 1271;
24. (b) Turner AJ, Moliner V, Williams IH (1999) Phys Chem Chem Phys 1: 1323
25. Chook YM, Ke H, Lipscomb WN, Protein Data Bank ID code ICOM
26. (a) Schmidt MW, Gordon MS, Dupuis M (1985) J Am Chem Soc 107: 1585;
27. (b) Stewart JJP (1993) Quantum Chem Program Exch Bull 13: 42
28. Chook YM, Ke H, Lipscomb WN (1993) Proc Natl Acad Sci USA 90: 8600
29. Andrews PR, Smith GD, Young IG (1973) Biochemistry 12: 3492
30. Lyne PD, Mulholland AJ, Richards WG (1995) J Am Chem Soc 117: 11345
31. This analysis has been carried out by adding amino acid residues to the substrate using the structures optimized in the QM MM calculations. This method is similar to the ones employed by Bash et al. (Bash PA, Field MJ, Davenport RC, Petsko GA, Ringe D, Karplus M (1991) Biochemistry 30: 5826) and Richards et al. [25]