On a possible invariance of a transition structure to the effects produced by ancillary H-bonding molecules: Modeling the effects of Ser-48 in the hydride-transfer step of liver alcohol dehydrogenase

International Journal of Quantum Chemistry

Volumn 57, Issue 2, 1996, Pages 245-257

  Cardenas R ^a   Andres J ^a,b   Krechl, J ^a,c   Campillo, M ^a,d   Tapia, O ^a  

^a UPPSALA UNIVERSITY   (Sweden)

^b UNIVERSITAT JAUME I   (Spain)

^c INSTITUTE OF CHEMICAL TECHNOLOGY   (Czech Republic)

^d UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0042065992     PISSN: 00207608     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-461X(1996)57:2<245::AID-QUA11>3.0.CO;2-5     Document Type: Article

References (71)

1. E. Wigner, Trans. Faraday Soc. 34, 29 (1938).
2. J. L. Kurz, J. Am, Chem. Soc. 85, 987 (1963).
3. G. E. Lienhard, Science 180, 149 (1973).
4. D. Poppinger, Chem. Phys. Lett. 35, 550 (1975).
5. B. C. Garret and D. G. Truhlar, J. Phys. Chem. 83, 1052 (1979).
6. D. C. Garret and D. G. Truhlar, J. Phys. Chem. 83, 1079 (1979).
7. B. L. Poh, Aust. J. Chem. 32, 429 (1979).
8. D. G. Truhlar and B. C. Garrett, Acc. Chem. Res. 13, 440 (1980).
9. H. B. Schlegel, J. Comput. Chem. 3, 214 (1982).
10. A. Jensen, Theor. Chim Acta 63, 269 (1983).
11. K. L. Laidler and M. C. King, J. Phys. Chem. 87, 2657 (1983).
12. D. G. Truhlar, W. L. Hase, and J. T. Hynes, J. Phys. Chem. 87, 2664 (1983).
13. M. A. Robb and F. Bernardi, in New Theoretical Concepts for Understanding Organic Reactions, J. Bertrán and I. G. Csizmadia, Eds., ASI NATO Series, Vol. C267 (Kluwer Publications, Dordrecht, 1989), p. 101.
14. S. J. Pollack and P. G. Schultz, Cold Spring Harbor Symp. Quant. Biol. L11, 97 (1987).
15. C. A. Reynolds and C. Thomson, J. Chem. Soc., Faraday Trans. 2 83, 961 (1987).
16. M. H. O'Leary, Acc. Chem. Res. 21, 450 (1988).
17. R. Wolfenden and A. Radzicka, Curr. Op. Str. Biol. 1 780 (1991).
18. J. W. McIver, Acc. Chem. Res. 7, 72 (1974).
19. P. G. Mezey, Theor. Chim. Acta (Berl.) 54 95 (1980).
20. P. G. Mezey, in Computational Theoretical Organic Chemistry, I. G. Csizmadia and R. Daudel, Eds. (Reidel, Dordecht, 1981), p. 101.
21. P. G. Mezey, Theor. Chim. Acta (Berl.) 62, 133 (1982).
22. O. Tapia, M. Paulino, and F. M. L. G. Stamato, Mol. Eng. 3, 377 (1994).
23. O. Tapia, J. Andres, and V. S. Safont, J. Phys. Chem. 98, 4821 (1994).
24. O. Tapia, J. Andres, and V. S. Safont, J. Chem. Soc., Faraday Trans. 90, 2365 (1994).
25. O. Tapia and J. M. Lluch, J. Chem. Phys. 83, 3970 (1985).
26. J. Andres, V. Moliner, and V. S. Safont, J. Chem. Soc., Faraday Trans. 90, 1703 (1994).
27. J. Andres, V. S. Safont, J. B. L. Martins, A. Beltran, and V. Moliner, J. Mol. Struct. (Theochem) 330, 411 (1995).
28. N. Bodor, M. E. Brewster, and J. Kaminski, Tetrahedron 44, 7601 (1988).
29. R. H. A. M. Brounts and H. M. Buck, J. Am. Chem. Soc. 105, 1284 (1983).
30. M. C. A. Donkersloot and H. M. Buck, J. Am. Chem. Soc. 103, 6549 (1981).
31. W. P. Huskey and R. L. Schowen, J. Am. Chem. Soc. 105, 5704 (1983).
32. B. G. Hutley, A. E. Mountain, I. H. Williams, G. M. Maggiora, and R. L. Schowen, J. Chem. Soc., Chem. Commun. 267 (1986).
33. J. K. Hwang, Z. T. Chu, A. Yadav, and A. Warshel, J. Phys. Chem. 95, 8445 (1991).
34. Y. Kim, D. G. Truhlar, and M. M. Kreevoy, J. Am. Chem. Soc. 113, 7837 (1991).
35. M. M. Kreevoy, D. Ostovic, D. G. Truhlar, and B. C. Garrett, J. Phys. Chem. 90, 3766 (1986).
36. M. M. Kreevoy and A. T. Kotchevar, J. Am. Chem. Soc. 112, 3579 (1990).
37. S. Nakamura and A. Dedieu, Chem. Phys. Lett. 111, 243 (1984).
38. O. Tapia, J. Andres, J. M. Aullo, and C.-I. Bränden, J. Chem. Phys. 83, 4673 (1985).
39. O. Tapia, R. Cardenas, J. Andres, and F. Colonna-Cesari, J. Am. Chem. Soc. 110, 4046 (1988).
40. O. Tapia, J. Andres, J. M. Aullo, and R. Cardenas, J. Mol. Struct. (Theochem) 166, 421 (1988).
41. O. Tapia, J. Andres, J. M. Aullo, and R. Cardenas, J. Mol. Struct. (Theocem) 167, 395 (1988).
42. O. Tapia, J. Andres, and R. Cardenas, Chem. Phys. Lett. 189, 395 (1992).
43. I. H. Williams, A. B. Miller, and G. M. Maggiora, J. Am. Chem. Soc. 112, 530 (1990).
44. Y.-D. Wu and K. N. Houk, J. Am. Chem. Soc. 109, 2226 (1987).
45. Y.-D. Wu and K, N. Houk, J. Am. Chem. Soc. 109, 906 (1987).
46. O. Tapia, J. Mol. Catal. 47, 199 (1988).
47. C.-I. Brändén and H. Eklund, Mol. Int. Act. Proc. 60, 63 (1978).
48. H. Eklund, B. V. Plapp, J.-P. Samara, and C.-I. Brändén, J. Biol. Chem. 257, 14349 (1982).
49. H. Eklund, C. Cambillau, B.-M. Sjöberg, A. Holmgren, H. Jörnvall, J.-O. Höög, and C.-l. Bränden, EMBO J. 3, 1443 (1984).
50. H. Eklund, E. Horjales, H. Jörnvall, C. I. Brändén, and J. Jeffery, Biochemistry 24, 8005 (1985).
51. E. Horjales and C. I. Brändén, J. Biol. Chem. 260, 15445 (1985).
52. B. C. Hutley, A. E. Mountain, I. H. Williams, G. M. Maggiora, and R. L. Schowen, J. Chem. Soc., Chem. Commun. 267 (1986).
53. O. Tapia, H. Eklund, and C.-I. Brändén, in Steric Aspects of Biomolecular Interactions, G. Náray-Szabó and K. Simon, Eds. (CRC, Boca Raton, FL, 1987) p. 159.
54. J. Krechl and J. Kuthan, J. Mol. Struct. (Theochem) 170, 239 (1988).
55. O. Tapia, R. Cardenas, J. Andres, J. Krechl, M. Campillo, and F. Colonna-Cesari, Int. J. Quantum Chem. 39, 767 (1991).
56. O. Tapia, O. Jacob, and F. Colonna, Theor. Chim, Acta 85, 217 (1993).
57. O. Tapia and J. Andres, Chem. Phys. Lett. 109, 471 (1984).
58. H. Eklund, F. Horjales, B. L. Vallee, and H. Jörnvall, Eur. J, Biochem. 167, 185 (1987).
59. N. C. Davidon, Math. Program. 9, 1 (1975).
60. M. J. D. Powell, in Atomic Energy Research Establishment (Harwell, UK, 1975).
61. M. R. Peterson and R. Poirier, Program MONSTERGAUSS (University of Toronto, 1983).
62. G. S. Hammond, J. Am. Chem. Soc. 77, 334 (1955).
63. P. Otto and J. Ladik, Int. J. Quantum Chem. 18, 1143 (1980).
64. P. G. Mezey, in New Theoretical Concepts for Understanding Organic Reactions, J. Bertran and I. G. Csizmadia, Eds. (Kluwer, Dordrecht, 1989) p. 55.
65. J. Andres, R. Cárdenas, E. Silla, and O. Tapia, J. Am. Chem. Soc. 110, 666 (1988).
66. R. Sustmann, W. Sicking, and G. E. Schultz, Angew. Chem., Int. Ed. Engl. 28, 1023 (1989).
67. V. C. Sekhar and B. V. Plapp, Biochemistry 29, 4289 (1990).
68. O. Tapia and G. Johannin, J. Chem. Phys. 75, 3624 (1981).
69. R. L. Lerner and A. Tramontano, TIBS 12, 427 (1987).
70. P. G. Schultz, Angew. Chem., Int. Ed. Engl. 28, 1283 (1989).
71. A. Tramontano, K. D. Janda, and R. A. Lerner, Science 234, 1566 (1988).