Tautomerism of histidine 64 associated with proton transfer in catalysis of carbonic anhydrase

Journal of Biological Chemistry

Volumn 282, Issue 13, 2007, Pages 9646-9656

  Shimahara, Hideto ^a,b,e   Yoshida, Takuya ^b   Shibata, Yasutaka ^b   Shimizu, Masato ^b   Kyogoku, Yoshimasa ^b   Sakiyama, Fumio ^b   Nakazawa, Takashi ^c   Tate, Shin Ichi ^a   Ohki, Shin Ya ^a   Kato, Takeshi ^d   Moriyama, Hozumi ^d   Kishida, Ken Ichi ^d   Tano, Yasuo ^d   Ohkubo, Tadayasu ^b   Kobayashi, Yuji ^b,e  

^a JAPAN ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

^b OSAKA UNIVERSITY   (Japan)

^c NARA WOMEN'S UNIVERSITY   (Japan)

^d OSAKA UNIVERSITY MEDICAL SCHOOL   (Japan)

^e OSAKA MEDICAL COLLEGE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CATALYSIS; ENZYMES; EQUILIBRIUM CONSTANTS; NUCLEAR MAGNETIC RESONANCE; PROTON TRANSFER;

CARBONIC ANHYDRASE; LABELED GLYCINE; TAUTOMERIC EQUILIBRIUM CONSTANT;

AMINO ACIDS;

BICARBONATE; CARBON; CARBON 13; CARBON DIOXIDE; CARBONATE DEHYDRATASE; CARBONATE DEHYDRATASE II; GLYCINE; HISTIDINE; HYDROXIDE; IMIDAZOLE; NITROGEN; PROTON; WATER; ZINC;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; EQUILIBRIUM CONSTANT; MOLECULAR PROBE; NITROGEN NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE; PH; PRIORITY JOURNAL; PROTON TRANSPORT; BINDING SITE; CHEMISTRY; COMPARATIVE STUDY; ENERGY TRANSFER; ENZYMOLOGY; ESCHERICHIA COLI; GENETICS; HUMAN; ISOMERISM; PHYSIOLOGY; THERMODYNAMICS;

BINDING SITES; CARBONIC ANHYDRASES; CATALYSIS; ENERGY TRANSFER; ESCHERICHIA COLI; HISTIDINE; HUMANS; HYDROGEN-ION CONCENTRATION; ISOMERISM; PROTONS; THERMODYNAMICS;

EID: 34248165040     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M609679200     Document Type: Article

References (57)

1. Lindskog, S. (1997) Pharmacol. Ther. 74, 1-20
2. Chegwidden, W. R., Carter, N. D., and Edwards, Y. H. (eds) (2000) The Carbonic Anhydrases: New Horizons, Birkhäuser Verlag, Basel, Switzerland
3. Earnhardt, J. N., Qian, M., Tu, C., Lakkis, M. M., Bergenhem, N. C., Laipis, P. J., Tashian, R. E., and Silverman, D. N. (1998) Biochemistry 37, 10837-10845
4. Christianson, D. W., and Fierke, C. A. (1996) Acc. Chem. Res. 29, 331-339
5. Christianson, D. W., and Cox, J. D. (1999) Annu. Rev. Biochem. 68, 33-57
6. Steiner, H., Jonsson, B. H., and Lindskog, S. (1975) Eur. J. Biochem. 59, 253-259
7. Tu, C. K., Silverman, D. N., Forsman, C., Jonsson, B. H., and Lindskog, S. (1989) Biochemistry 28, 7913-7918
8. Taoka, S., Tu, C., Kistler, K. A., and Silverman, D. N. (1994) J. Biol. Chem. 269, 17988-17992
9. Duda, D., Tu, C., Qian, M., Laipis, P., Agbandje-McKenna, M., Silverman, D. N., and McKenna, R. (2001) Biochemistry 40, 1741-1748
10. Nair, S. K., and Christianson, D. W. (1991) J. Am. Chem. Soc. 113, 9455-9458
11. Nair, S. K., and Christianson, D. W. (1991) Biochem. Biophys. Res. Commun. 181, 579-584
12. Håkansson, K., Carlsson, M., Svensson, L. A., and Liljas, A. (1992) J. Mol. Biol. 227, 1192-1204
13. Campbell, I. D., Lindskog, S., and White, A. I. (1975) J. Mol. Biol. 98, 597-614
14. Jackman, J. E., Merz, K. M., Jr., and Fierke, C. A. (1996) Biochemistry 35, 16421-16428
15. Scolnick, L. R., and Christianson, D. W. (1996) Biochemistry 35, 16429-16434
16. Krebs, J. F., Fierke, C. A., Alexander, R. S., and Christianson, D. W. (1991) Biochemistry 30, 9153-9160
17. Toba, S., Colombo, G., and Merz, K. M., Jr. (1999) J. Am. Chem. Soc. 121, 2290-2302
18. Lu, D., and Voth, G. A. (1998) Proteins 33, 119-134
19. Lu, D., and Voth, G. A. (1998) J. Am. Chem. Soc. 120, 4006-4014
20. Silhavy, T. J., Berman, M. L., and Enquist, L. W. (1984) Experiments with Gene Fusions, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
21. Studier, F. W., Rosenberg, A. H., Dunn, J. J., and Dubendorff, J. W. (1990) Methods Enzymol. 185, 60-89
22. Shiba, K., Ito, K., and Yura, T. (1984) J. Bacteriol. 160, 696-701
23. Miller, J. H. (1972) Experiments in Molecular Genetics, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
24. Roth, D. E., Venta, P. J., Tashian, R. E., and Sly, W. S. (1992) Proc. Natl. Acad. Sci. U. S. A. 89, 1804-1808
25. Osborne, W. R., and Tashian, R. E. (1975) Anal. Biochem. 64, 297-303
26. Hunt, J. B., Rhee, M. J., and Storm, C. B. (1977) Anal. Biochem. 79, 614-617
27. Nyman, P., and Lindskog, S. (1964) Biochim. Biophys. Acta 85, 141-151
28. Kakiuchi, K., and Kobayashi, Y. (1971) J. Biochem. (Tokyo) 69, 43-52
29. Kishida, K., Miwa, Y., and Iwata, C. (1986) Exp. Eye Res. 43, 981-995
30. Moriyama, H. (1990) Med. J. Osaka Univ. 42, 1-12
31. Bax, A., Ikura, M., Kay, L. E., Torchia, D. A., and Tschudin, R. (1990) J. Mag. Res. 86, 304-318
32. Kay, L. E., Ikura, M., Tschudin, R., and Bax, A. (1990) J. Mag. Res. 89, 496-514
33. Grezesiek, S., and Bax, A. (1992) J. Mag. Res. 96, 432-440
34. Majumdar, A., Wang, H., Morshauser, R., and Zuiderweg, E. R. P. (1993) J. Biomol. NMR 3, 387-397
35. Yamazaki, T., Forman-Kay, J. D., and Kay, L. E. (1993) J. Am. Chem. Soc. 115, 11054-11055
36. Jeener, J., Meier, B. H., Bachmann, P., and Ernst, R. R. (1979) J. Chem. Phys. 71, 4546-4553
37. Gronenborn, A. M., Bax, A., Wingfield, P. T., and Clore, G. M. (1989) FEBS Lett. 243, 93-98
38. Wishart, D. S., Bigam, C. G., and Sykes, B. D. (1995) J. Biomol. NMR 6, 135-140
39. Elguero, J., Marzin, C., Katritzyky, A. R., and Linda, P. (1976) in Advances in Heterocyclic Chemistry (Katritzyky, A. R., and Boulton, A. J., eds) pp. 278-281, Academic Press, New York
40. Bachovchin, W. W., and Roberts, J. D. (1978) J. Am. Chem. Soc. 100, 8041-8047
41. Kawano, K., and Kyogoku, Y. (1975) Chem. Lett. (Tokyo) 1975, 1305
42. Kyogoku, Y. (1981) App. Spec. Rev. 17, 279-335
43. Bachovchin, W. W. (1986) Biochemistry 25, 7751-7759
44. Shimba, N., Serber, Z., Ledwidge, R., Miller, S. M., Craik, C. S., and Dotsch, V. (2003) Biochemistry 42, 9227-9234
45. Kainosho, M., and Tsuji, T. (1982) Biochemistry 21, 6273-6279
46. Blomberg, F., Maurer, W., and Ruterjans, H. (1977) J. Am. Chem. Soc. 99, 1849-1859
47. Venters, R. A., Farmer, B. T., 2nd, Fierke, C. A., and Spicer, L. D. (1996) J. Mol. Biol. 264, 1101-1116
48. Ozaki, Y., Kyogoku, Y., Ogoshi, H., Sugimoto, H., and Yoshida, Z. (1979) J. Chem. Soc. Chem. Commun. 1979, 76
49. Bao, D., Cheng, J. T., Kettner, C., and Jordan, F. (1998) J. Am. Chem. Soc. 120, 3485-3489
50. Ash, E. L., Sudmeier, J. L., De Fabo, E. C., and Bachovchin, W. W. (1997) Science 278, 1128-1132
51. Roberts, J. D., Yu, C., Flanagan, C., and Birdseye, T. R. (1982) J. Am. Chem. Soc. 104, 3945-3949
52. Schuster, I. I., and Roberts, J. D. (1979) J. Org. Chem. 44, 3864-3867
53. Smedarchina, Z., Siebrand, W., Fernandez-Ramos, A., and Cui, Q. (2003) J. Am. Chem. Soc. 125, 243-251
54. Bottoni, A., Lanza, C. Z., Miscione, G. P., and Spinelli, D. (2004) J. Am. Chem. Soc. 126, 1542-1550
55. Marino, T., Russo, T., and Toscano, M. (2005) J. Am. Chem. Soc. 127, 4252-4253
56. Silverman, D. N. (1995) Methods Enzymol. 249, 479-503
57. Fisher, Z., Hernandez Prada, J. A., Tu, C., Duda, D., Yoshioka, C., An, H., Govindasamy, L., Silverman, D. N., and McKenna, R. (2005) Biochemistry 44, 1097-1105