Secondary H/T and D/T isotope effects in enzymatic enolization reactions. Coupled motion and tunneling in the triosephosphate isomerase reaction

Biochemistry

Volumn 35, Issue 39, 1996, Pages 12873-12881

  Alston II, William C ^a,c   Kanska, Marianna ^a,d   Murray, Christopher J ^a,b  

^a UNIVERSITY OF ARKANSAS   (United States)

^b GENENCOR INTERNATIONAL INC   (United States)

^c TEXAS A AND M UNIVERSITY   (United States)

^d UNIVERSITY OF WARSAW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERIUM OXIDE; DIHYDROXYACETONE PHOSPHATE; GLYCERALDEHYDE 3 PHOSPHATE; TRIOSEPHOSPHATE ISOMERASE;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; ENZYME KINETICS; ENZYME MECHANISM; ENZYME SUBSTRATE COMPLEX; ISOTOPE LABELING; NONHUMAN; PRIORITY JOURNAL; PROTON TRANSPORT; REACTION ANALYSIS;

ANIMALS; BINDING SITES; DEUTERIUM; DIHYDROXYACETONE PHOSPHATE; FUNGAL PROTEINS; GLYCERALDEHYDE 3-PHOSPHATE; HYDROGEN; KINETICS; MODELS, CHEMICAL; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; MUSCLES; RABBITS; THERMODYNAMICS; TRIOSE-PHOSPHATE ISOMERASE; TRITIUM;

EID: 0029822935     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi960831a     Document Type: Article

References (76)

1. Alagona, G., Ghio, C., & Kollman, P. A. (1995) J. Am. Chem. Soc. 117, 9855-9862.
2. Alber, T., Banner, D. W., Bloomer, A. C., Petsko, G. A., Phillips, D. C., Rivers, P. S., & Wilson, I. A. (1981) Philos. Trans. R. Soc. London B 293, 159-171.
3. Albery, W. J. (1982) J. Chem. Soc., Faraday Trans, 178, 1579-1590.
4. Albery, W. J., & Knowles, J. R. (1976a) Biochemistry 15, 5588-5600.
5. Albery, W. J., & Knowles, J. R. (1976b) Biochemistry 15, 5627-5631.
6. Albery, W. J., & Knowles, J. R. (1976c) Biochemistry 15, 5631-5640.
7. Albery, W. J., & Gelles, J. S. (1982) J. Chem. Soc., Faraday Trans. 1 78, 1569-1578.
8. Alston, W. A., II (1995) PhD. Thesis, University of Arkansas.
9. Alston, W. A., II, Haley, K., Kanski, R., Murray, C. J., & Pranata, J. (1996) J. Am. Chem Soc. 118, 6562-6569.
10. Alvarez, F. J., Ermer, J., Hübner, G., Schellenberger, A., & Schowen, R. L. (1991) J. Am. Chem. Soc. 113, 8402-8409.
11. Amyes, T., & Richard, J. P. (1992) J. Am. Chem. Soc. 114, 10297-10302.
12. Bahnson, B. J., & Anderson, V. E. (1989) Biochemistry 28, 4173-4181.
13. Bash, P. A., Field, M. J., Davenport, R. C., Petsko, G. A., Ringe, D., & Karplus, M. (1991) Biochemistry 30, 5826-5832.
14. Belasco, J. G., & Knowles, J. R. (1980) Biochemistry 19, 472-477.
15. Bell, R. P. (1980) The Tunnel Effect in Chemistry, Chapman & Hall, New York.
16. Bernasconi, C. F. (1987) Acc. Chem. Res. 20, 301-308.
17. Bernasconi, C. F. (1992) Adv. Phys. Org. Chem. 27, 116-238.
18. Biellmann, J. F., O'Connell, E. L., & Rose, I. A. (1969) J. Am. Chem. Soc. 91, 6484-6488.
19. Blacklow, S. C., Raines, R. T., Lim, W. A., Zamore, P. D., & Knowles, J. R. (1988) Biochemistry 27, 1158-1167.
20. Bruno, W. J., & Bialek, W. (1992) Biophys. J. 63, 689-699.
21. Caldin, E. F. (1969) Chem. Rev. 69, 135-156.
22. Caldin, E. F., & Wilson, C. J. (1975) Faraday Symp. Chem. Soc. 10, 121-128.
23. Cha, Y., Murray, C. J., & Klinman, J. P. (1989) Science 243, 1325-1330.
24. Cleland, W. W. (1987) in Isotopes in Organic Chemistry, (Buncel, E., & Lee, C. C., Eds.) Vol. 7, Elsevier, New York.
25. Cleland, W. W., & Kreevoy, M. M. (1994) Science 264, 1887-1890.
26. Davenport, R. C., Bash, P. A., Seaton, B. A., Karplus, M., Petsko, G. A., & Ringe, D. (1991) Biochemistry 30, 5821-5826.
27. de la Mare, S., Coulson, A. F. W., Knowles, J. R., Priddle, J. D., & Offord, R. E. (1972) Biochem. J. 129, 321-331.
28. Denu, J. M., & Fitzpatrick, P. F. (1994) Biochemistry 33, 4001-4007.
29. Dogonadze, R. R., Kuznetsov, A. M., & Ulstrup, J. (1977) J. Theor. Biol. 69, 239-263.
30. Frey, P. A., Whitt, S. A., & Tobin, J. B. (1994) Science 264, 1927-1930.
31. Gerlt, J. A., & Gassman, P. G. (1992) J. Am. Chem. Soc. 114, 5928-5934.
32. Gerlt, J. A., & Gassman, P. G. (1993a) Biochemistry 32, 11943-11952.
33. Gerlt, J. A., & Gassman, P. G. (1993b) J. Am. Chem. Soc. 115, 11552-11568.
34. Gilbert, H. F. (1980) Biochemistry 20, 5643-5649.
35. Glades, A., & Hill, A. O. (1978) Biochem. J. 171, 539-542.
36. Glasoe, P. K., & Long, F. A. (1960) J. Phys. Chem. 64, 188-191.
37. Grant, K. L., & Klinman, J. P. (1989) Biochemistry 28, 6597-6605.
38. Hawkinson, D. C., & Pollack, R. M. (1993) Biochemistry 32, 694-698.
39. Huskey, W. P., & Schowen, R. L. (1983) J. Am. Chem. Soc. 105, 5704-5706.
40. Jencks, W. P. (1981) in Chemical Approaches to Understanding Enzyme Catalysis: Biomimetic Chemistry and Transition State Analogs (Green, B. S., Ashani, Y., & Chipman, D., Eds.) Elsevier, Amsterdam, The Netherlands.
41. Jencks, W. P. (1987) Cold Spring Harbor Symp. Quant. Biol. 52, 65-73.
42. Jones, J. R. (1969) Trans. Faraday Soc. 65, 2138-2143.
43. Knowles, J. R. (1991) Nature 350, 121-124.
44. Komives, E. A., Chang, L. C., Lolis, E., Tilton, R. F., Petsko, G. A., & Knowles, J. R. (1991) Biochemistry 30, 3011-3019.
45. Kraut, J. (1988) Science 180, 533-538.
46. Kurz, J. L., & Kurz, L. C. (1972) J. Am. Chem. Soc. 94, 4451-4461.
47. Leadlay, P. F., Albery, W. J., & Knowles, J. R. (1976) Biochemistry 15, 5617-5620.
48. Lodi, P. J., & Knowles, J. R. (1991) Biochemistry 30, 6948-6956.
49. Lodi, P. J., & Knowles, J. R. (1993) Biochemistry 32, 4338-4343.
50. Lolis, E., Alber, T., Davenport, R. C., Rose, D., Hartmann, F. C., & Petsko, G. A (1990) Biochemistry 29, 6609-6618.
51. Luty, B. A., Wade, R. C., Madura, J. D., Davis, M. E., Briggs, J. M., & McCammon, A. J. (1993) J. Phys. Chem. 97, 233-237.
52. Mattevi, A., Vanoni, M. A., Todone, F., Rizzi, M., Teplyakov, A., Coda, A., Bolognesi, M., & Curti, B. (1996) Proc. Natl. Acad. Sci. U.S.A. 95, 7496-7501.
53. Melander, L., & Saunders, W. H., Jr. (1980) in Reaction Rates of Isotopic Molecules, Wiley, New York.
54. Nickbarg, E. B., & Knowles, J. R. (1988) Biochemistry 27, 5939-5947.
55. Nickbarg, E. B., Davenport, R. C., Petsko, G. A., & Knowles, J. R. (1988) Biochemistry 27, 5948-5960.
56. Powell, M. F., & Bruice, T. C. (1983) J. Am. Chem. Soc. 105, 7139-7149.
57. Raines, R. T., Sutton, E. L., Straus, D. R., Gilbert, W., & Knowles, J. R. (1986) Biochemistry 25, 7142-7154.
58. Rieder, S. V., & Rose, I. A. (1959) J. Biol. Chem. 234, 1007-1010.
59. Rodgers, J., Femec, D. A., & Schowen, R. L. (1982) J. Am. Chem. Soc. 104, 3263-3268.
60. Rose, I. A. (1958) J. Am. Chem. Soc. 80, 5835-5836.
61. Rose, I. A. (1982) Methods Enzymol. 87, 85-97.
62. Rucker, J., Cha, Y., Grant, K. L., & Klinman, J. P. (1992) Biochemistry 31, 11489-11499.
63. Sarai, A., & De Vault, D. (1986) Methods Enzymol. 127, 79-91.
64. Saunders, W. H., Jr. (1985) J. Am. Chem. Soc. 107, 164-173.
65. Schowen, R. L. (1978) in Transition States of Biochemical Processes (Gandour, R. D., Schowen, R. L., Eds.) Plenum Press, New York.
66. Silverman, J. B., Babiarz, P. S., Mahajan, K. P., Buschek, J., & Fondy, T. P. (1975) Biochemistry 14, 2252-2258.
67. Stivers, J. T., Abeygunawardana, C., & Mildvan, A. S. (1996) Biochemistry 35, 814-823.
68. Swain, C. G., Stivers, E. C., Reuwer, J. F., Jr., & Schaad, L. J. (1958) J. Am. Chem. Soc. 80, 5885-5893.
69. Thibblin, A., & Jencks, W. P. (1979) J. Am. Chem. Soc. 101, 4963-4973.
70. Warburg, O., Christian, W., & Griese, A. (1935) Biochem. Z. 282, 157.
71. Warshel, A., & Russell, S. T. (1984) Q. Rev. Biophys. 17, 283-422.
72. Webb, M. R., & Knowles, J. R. (1974) Biochem. J. 141, 589-592.
73. Weingärtner, H. (1982) Z. Phys. Chem. Neue Folge 132, 129-149.
74. Williams, R. J. P. (1993) Trends Biochem. Sci. 18, 115-117.
75. Xue, L., Talalay, P., & Mildvan, A. S. (1990) Biochemistry 29, 7491-7500.
76. Zhang, A., Sugio, S., Komives, E. A., Liu, K. D., Knowles, J. R., Petsko, G. A., & Ringe, D. (1994) Biochemistry 33, 2830-2837.