Human Aldose Reductase: Pk of Tyrosine 48 Reveals the Preferred Ionization State for Catalysis and Inhibition

Biochemistry

Volumn 34, Issue 44, 1995, Pages 14374-14384

  Grimshaw, Charles E ^a   Bohren, Kurt M ^b   Lai, Chung Jeng ^a   Gabbay, Kenneth H ^b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b BAYLOR COLLEGE OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALDEHYDE REDUCTASE; ALDOSE REDUCTASE INHIBITOR; MUTANT PROTEIN; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SORBINIL; TYROSINE;

ALCOHOL OXIDATION; ARTICLE; BINDING AFFINITY; ENZYME ACTIVE SITE; ENZYME BINDING; ENZYME INHIBITION; ENZYME KINETICS; ENZYME STABILITY; ENZYME SUBSTRATE COMPLEX; HUMAN; IONIZATION; PH; PRIORITY JOURNAL;

ALDEHYDE REDUCTASE; CATALYSIS; ENZYME INHIBITORS; HUMAN; HYDROGEN-ION CONCENTRATION; KINETICS; MODELS, MOLECULAR; SUPPORT, NON-U.S. GOV'T; SUPPORT, U.S. GOV'T, P.H.S.; TYROSINE;

EID: 0028810466     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi00044a014     Document Type: Article

References (49)

1. Barski, O. A., Gabbay, K. H., Grimshaw, C. E., & Bohren, K. M. (1995) Biochemistry 34, 11264-11275.
2. Bhatnagar, A., Das, B., Gavva, S. R., Cook, P. F., & Srivastava, S. K. (1988) Arch. Biochem. Biophys. 261, 264-274.
3. Bhatnagar, A., Liu, S.-Q., Das, B., & Srivastava, D. K. (1989) Mol. Phamacol. 36, 825-830.
4. Bhatnagar, A., Das, B., Liu, S.-Q., & Srivastava, S. K. (1991) Arch. Biochem. Biophys. 287, 329-336.
5. Bhatnagar, A., Liu, S.-Q., Ueno, N., Chakrabarti, B., & Srivastava, S. K. (1994) Biochim. Biophys. Acta 1205, 207-214.
6. Bohren, K. M., & Gabbay, K. H. (1993) in Enzymology and Molecular Biology of Carbonyl Metabolism 4 (Weiner, H., Ed.) pp 267-277, Plenum Press, New York.
7. Bohren, K. M., Page, J. L., Shankar, R., Henry, S. P., & Gabbay, K. H. (1991) J. Biol. Chem. 266, 24031-24037.
8. Bohren, K. M., Grimshaw, C. E., Lai, C.-J., Harrison, D. A., Ringe, D., Petsko, G. A., & Gabbay, K. H. (1994) Biochemistry 33, 2021-2032.
9. Cappiello, M., Voltarelli, M., Giannessi, M., Cecconi, I., Camici, G., Manao, G., Del Corso, A., & Mura, U. (1994) Exp. Eye Res. 58, 491-501.
10. Cleland, W. W. (1975) Biochemistry 14, 3220-3224.
11. Cleland, W. W. (1977) Adv. Enzymol. Relat. Areas Mol. Biol. 45, 273-388.
12. Cleland, W. W. (1979) Methods Enzymol. 63, 103-138.
13. Cleland, W. W. (1987) in Isotopes in Organic Chemistry (Buncel, E., & Lee, C. C., Eds.) Vol. 7, Elsevier, Chapter 2, Amsterdam.
14. Cook, P. F., & Cleland, W. W. (1981a) Biochemistry 20, 1790-1796.
15. Cook, P. F., & Cleland, W. W. (1981b) Biochemistry 20, 1797-1805.
16. Cook, P. F., Blanchard, J. S., & Cleland, W. W. (1980) Biochemistry 19, 4853-4858.
17. Del Corso, A., Barsacchi, D., Giannessi, M., Tozzi, M. G., Camici, M., & Mura, U. (1989) J. Biol. Chem. 264, 17653-17655.
18. Del Corso, A., Barsacchi, D., Giannessi, M., Tozzi, M. G., Camici, M., Houben, J. L., Zandomeneghi, M., & Mura, U. (1990) Arch. Biochem. Biophys. 283, 512-518.
19. Deng, H., Zheng, J., Clarke, A., Holbrook, J. J., Callender, R., & Burgner, J. W., II (1994) Biochemistry 33, 2297-2303.
20. Dvomik, D. (1987) in Aldose Reductase Inhibition: An Approach to the Prevention of Diabetic Complications (Porte, D., Ed.) pp 222-323, McGraw Hill, New York.
21. Ehrig, T., Bohren, K. M., Prendergast, F. G., & Gabbay, K. H. (1994) Biochemistry 33, 7157-7165.
22. Grimshaw, C. E. (1990) Enzymology and Molecular Biology of Carbonyl Metabolism 3 (Weiner, H., Ed.) pp 217-228, Plenum Press, New York.
23. Grimshaw, C. E., & Cleland, W. W. (1981) Biochemistry 20, 5655-5661.
24. Grimshaw, C. E., & Lai, C.-J. (1995) Arch. Biochem. Biophys. (submitted).
25. Grimshaw, C. E., Shahbaz, M., Jahangiri, G., Putney, C. G., McKercher, S. R., & Mathur, E. J. (1989) Biochemistry 28, 5343-5353.
26. Grimshaw, C. E., Shahbaz, M., & Putney, C. G. (1990a) Biochemistry 29, 9936-9946.
27. Grimshaw, C. E., Shahbaz, M., & Putney, C. G. (1990b) Biochemistry 29, 9947-9955.
28. Grimshaw, C. E., Bohren, K. M., Lai, C.-J., & Gabbay, K. H. (1995a) Biochemistry 34, 14356-14365.
29. Grimshaw, C. E., Bohren, K. M., Lai, C.-J., & Gabbay, K. H. (1995b) Biochemistry 34, 14366-14373.
30. Harrison, D. H., Bohren, K. M., Ringe, D., Petsko, G. A., & Gabbay, K. H. (1994) Biochemistry 33, 2011-2020.
31. Hayman, S., & Kinoshita, J. H. (1965) J. Biol. Chem. 240, 877-882.
32. Holbrook, J. J., & Gutfreund, H. (1973) FEBS Lett. 31, 157-169.
33. Liu, S.-Q., Bhatnagar, A., & Srivastava, S. K. (1992) Biochem. Pharmacol. 44, 427-429.
34. Liu, S.-Q., Bhatnagar, A., & Srivastava, S. K. (1993) J. Biol. Chem. 268, 25494-25499.
35. Liu, S.-Q., Bhatnagar, A., Ansari, N. H., & Srivastava, S. K. (1994) FASEB J. 8, A936.
36. Northrop, D. B. (1977) in Isotope Effects on Enzyme-Catalyzed Reactions (Cleland, W. W., O’Leary, M. H., & Northrop, D. B., Eds.) pp 122-152, University Park Press, Baltimore.
37. Petrash, J. M., Harter, T. M., Devine, C. S., Olins, P. O., Bhatanagar, A., Liu, S.-Q., & Srivastava, S. K. (1992) J. Biol Chem. 267, 24833-24840.
38. Petrash, J. M., Harter, T. M., Tarle, I., & Borhani, D. (1993) Enzymology and Molecular Biology of Carbonyl Metabolism 4 (Weiner, H., Ed.) pp 289-300, Plenum Press, New York.
39. Pettersson, G. (1987) CRC Crit. Rev. Biochem. 21, 349-389.
40. Sarges, R., Schnur, R. C., Belletire, J. L., & Peterson, M. J. (1988) J. Med. Chem. 31, 230-243.
41. Sato, S., & Kador, P. F. (1990) Biochem. Pharmacol. 40, 1033-1042.
42. Srivastava, S. K., Hair, G. A., & Das, B. (1985) Proc. Natl. Acad. Sci. U.S.A. 82, 7222-7226.
43. Vander Jagt, D. L., & Hunsaker, L. A. (1993) Enzymology and Molecular Biology of Carbonyl Metabolism 4 (Weiner, H., Ed.) pp 279-288, Plenum Press, New York.
44. Ward, W. H. J., Cook, P. N., Mirrlees, D. J., Brittain, D. R., Preston, J., Carey, F., Tuffin, D. P., & Howe, R. (1993) Adv. Exp. Med. Biol. 328, 301-311.
45. Wermuth, B. (1991) Adv. Exp. Med. Biol. 284, 197-204.
46. Wilkinson, G. N. (1951) Biochem. J. 80, 324-332.
47. Wilson, D. K., Bohren, K. M., Gabbay, K. H., & Quiocho, F. A. (1992) Science 251, 81-84.
48. Wilson, D. K., Tarle, I., Petrash, J. M., & Quiocho, F. A. (1993) Proc. Natl. Acad. Sci. U.S.A. 90, 9847-9851.
49. Winer, A. D., & Schwert, G. W. (1959) J. Biol. Chem. 234, 1155-1161.