Modification of proteins in vitro by physiological levels of glucose: Pyridoxamine inhibits conversion of amadori intermediate to advanced glycation end-products through binding of redox metal ions

Journal of Biological Chemistry

Volumn 278, Issue 47, 2003, Pages 46616-46624

  Voziyan, Paul A ^a   Khalifah, Raja G ^d   Thibaudeau, Christophe ^c   Yildiz, Alaattin ^a   Jacob, Jaison ^b   Serianni, Anthony S ^c   Hudson, Billy G ^a  

^a VANDERBILT UNIVERSITY MEDICAL CENTER   (United States)

^b VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

^c UNIVERSITY OF NOTRE DAME   (United States)

^d BioStratum Incorporated   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DISEASE CONTROL; ENZYME INHIBITION; GLUCOSE; IONS; PHYSIOLOGY; PROTEINS; REACTION KINETICS; REDOX REACTIONS;

METAL ION BINDING SITES;

BIOCHEMISTRY;

ADVANCED GLYCATION END PRODUCT; GLUCOSE; PYRIDOXAMINE;

AMADORI REARRANGEMENT; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CATALYST; DIABETES MELLITUS; GLUCOSE BLOOD LEVEL; IN VITRO STUDY; IN VIVO STUDY; INCUBATION TIME; OXIDATION REDUCTION REACTION; PHYSIOLOGY; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN GLYCOSYLATION; PROTEIN ISOLATION; PROTEIN MODIFICATION;

ANIMALS; CARBON ISOTOPES; DIABETES MELLITUS; GLUCOSE; GLYCOSYLATION END PRODUCTS, ADVANCED; HUMANS; LYSINE; METALS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; OXIDATION-REDUCTION; PROTEIN PROCESSING, POST-TRANSLATIONAL; PROTEINS; PYRIDOXAMINE;

ANIMALIA;

EID: 0344443743     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M307155200     Document Type: Article

References (65)

1. Brownlee, M. (1995) Annu. Rev. Med. 46, 223-234
2. Colaco, C. A., and Harrington, C. R. (1994) Neuroreport 5, 859-861
3. Thorpe, S. R., and Baynes, J. W. (1996) Drugs Aging 9, 69-77
4. Acosta, J., Hettinga, J., Fluckiger, R., Krumrei, N., Goldfine, A., Angarita, L., and Halperin, J. (2000) Proc. Natl. Acad. Sci. U. S. A. 97, 5450-5455
5. Ahmed, M. U., Thorpe, S. R., and Baynes, J. W. (1986) J. Biol. Chem. 261, 4889-4894
6. Sell, D. R., and Monnier, V. M. (1989) J. Biol. Chem. 264, 21597-21602
7. Hayase, F., Nagaraj, R. H., Miyata, S., Njoroge, F. G., and Monnier, V. M. (1989) J. Biol. Chem. 264, 3758-3764
8. Ienaga, K., Nakamura, K., Hochi, T., Nakazawa, Y., Fukunaga, Y., Kakita, H., and Nakano, K. (1995) Contrib. Nephrol. 112, 42-51
9. Nakamura, K., Nakazawa, Y., and Ienaga, K. (1997) Biochem. Biophys. Res. Commun. 232, 227-230
10. Reddy, S., Bichler, J., Wells-Knecht, K. J., Thorpe, S. R., and Baynes, J. W. (1995) Biochemistry 34, 10872-10878
11. Baynes, J. W., and Thorpe, S. R. (1999) Diabetes 48, 1-9
12. Monnier, V. M. (2001) J. Clin. Invest. 107, 799-801
13. Ikeda, K., Higashi, T., Sano, H., Jinnouchi, Y., Yoshida, M., Araki, T., Ueda, S., and Horiuchi, S. (1996) Biochemistry 35, 8075-8083
14. Glomb, M. A., and Monnier, V. M. (1995) J. Biol. Chem. 270, 10017-10026
15. Dunn, J. A., Ahmed, M. U., Murtiashaw, M. H., Richardson, J. M., Walla, M. D., Thorpe, S. R., and Baynes, J. W. (1990) Biochemistry 29, 10964-10970
16. Requena, J. R., Fu, M. X., Ahmed, M. U., Jenkins, A. J., Lyons, T. J., and Thorpe, S. R. (1996) Nephrol Dial Transplant. 11, Suppl. 5, 48-53
17. Misselwitz, J., Franke, S., Kauf, E., John, U., and Stein, G. (2002) Pediatr. Nephrol. 17, 316-321
18. Wendt, T., Tanji, N., Guo, J., Hudson, B. I., Bierhaus, A., Ramasamy, R., Arnold, B., Nawroth, P. P., Yan, S. F., D'Agati, V., and Schmidt, A. M. (2003) J. Am. Soc. Nephrol. 14, 1383-1395
19. Uesugi, N., Sakata, N., Horiuchi, S., Nagai, R., Takeya, M., Meng, J., Saito, T., and Takebayashi, S. (2001) Am. J. Kidney Dis. 38, 1016-1025
20. Monnier, V. M., Bautista, O., Kenny, D., Sell, D. R., Fogarty, J., Dahms, W., Cleary, P. A., Lachin, J., and Genuth, S. (1999) Diabetes 48, 870-880
21. Dyer, D. G., Dunn, J. A., Thorpe, S. R., Bailie, K. E., Lyons, T. J., McCance, D. R., and Baynes, J. W. (1993) J. Clin. Invest. 91, 2463-2469
22. Mott, J. D., Khalifah, R. G., Nagase, H., Shield, C. F., Hudson, J. K., and Hudson B. G. (1997) Kidney Int. 52, 1302-1312
23. Castellani, R. J., Harris, P. L., Sayre, L. M., Fujii, J., Taniguchi, N., Vitek, M. P., Founds, H., Atwood, C. S., Perry, G., and Smith, M. A. (2001) Free Radic. Biol. Med. 31, 175-180
24. Imanaga, Y., Sakata, N., Takebayashi, S., Matsunaga, A., Sasaki, J., Arakawa, K., Nagai, R., Horiuchi, S., Itabe, H., and Takano, T. (2000) Atherosclerosis 150, 343-355
25. Verzijl, N., DeGroot, J., Oldehinkel, E., Bank, R. A., Thorpe, S. R., Baynes, J. W., Bayliss, M. T., Bijlsma, J. W., Lafeber, F. P., and Tekoppele, J. M. (2000) Biochem. J. 350, 381-387
26. Kislinger, T., Fu, C., Huber, B., Qu, W., Taguchi, A., Yan, S. D., Hofmann, M., Yan, S. F., Pischetsrieder, M., Stern, D., and Schmidt, A. M. (1999) J. Biol. Chem. 274, 31740-31749
27. Khalifah, R. G., Todd, P., Booth, A. A., Yang, S. X., Mott, J. D., and Hudson, B. G (1996) Biochemistry 35, 4645-4654
28. Khalifah, R. G., Baynes, J. W., and Hudson, B. G. (1999) Biochem. Biophys. Res. Commun. 257, 251-258
29. Booth, A. A., Khalifah, R. G., Todd, P., and Hudson, B. G. (1997) J. Biol. Chem. 272, 5430-5437
30. Booth, A. A., Khalifah, R. G., and Hudson, B. G. (1996) Biochem. Biophys. Res. Commun. 220, 113-119
31. Degenhardt, T. P., Alderson, N. L., Arrington, D. D., Beattie, R. J., Basgen, J. M., Steffes, M. W., Thorpe, S. R., and Baynes, J. W. (2002) Kidney Int. 61, 939-950
32. Stitt, A., Gardiner, T. A., Alderson, N. L., Canning, P., Frizzell, N., Duffy, N., Boyle, C., Januszewski, A. S., Chachich, M., Baynes, J. W., and Thorpe, S. R. (2002) Diabetes 51, 2826-2832
33. Zheng, F., Leclercq, B., Elliot, S. J., Striker, L. J., and Striker, G. E. (2002). J. Am. Soc. Nephrol. 13, 534A
34. Alderson, N. L., Chachich, M. E., Yousseff, N. N., Beattie, R. J., Nachigal, M., Thorpe, S. R., and Baynes, J. W. (2003) Kidney Int. 63, 2123-2133
35. Thompson, D. M., Balenovich, W., Hornich, L. H. M., and Richardson, M. F. (1980) Inorg. Chim. Acta. 46, 199-203
36. Gustafson, R. L., and Martell, A. E. (1957) Arch. Biochem. Biophys. 68, 485-498
37. Price, D. L., Rhett, P. M., Thorpe, S. R., and Baynes, J. W. (2001) J. Biol. Chem. 276, 48967-48972
38. Voziyan, P. A., Metz, T. O., Baynes, J. W., and Hudson, B. G. (2002) J. Biol. Chem. 277, 3397-3403
39. Butler, W. L. (1979) Methods Enzymol. 56, 505-515
40. McFarland, K. F., Catalano, E. W., Day, J. F., Thorpe, S. R., and Baynes, J. W. (1979) Diabetes 28, 1011-1014
41. Bunn, H. F., Gabbay, K. H., and Gallop, P. M. (1978) Science 4337, 21-27
42. Iberg, N., and Fluckiger, R. (1986) J. Biol. Chem. 261, 13542-13545
43. Buettner, G. R. (1988) J. Biochem. Biophys. Methods 16, 27-40
44. Brownlee, M., Vlassara, H., Kooney, A., Ulrich, P., and Cerami, A. (1986) Science 232, 1629-1632
45. Chen, H.-J., and Cerami, A (1993) J. Carbohydr. Chem. 12, 731-742
46. Neglia, I. C., Cohen, H. J., Garber, A. R., Thorpe, S. R., and Baynes, J. W. (1985) J. Biol. Chem. 260, 5406-5410
47. Wolff, S. P., and Dean, R. T. (1987) Biochem. J. 245, 243-250
48. Hayashi, T., and Namiki, M. (1986) in Amino-Carbonyl Reactions in Food and Biological Systems (Fujimaki, M., Namiki, M., and Kato, H., eds) pp. 29-35, Elsevier Science Publishers, Amsterdam
49. Evans, P. J., Bomford, A., and Halliwell, B. (1989) Free Radic. Res. Commun. 7, 55-62
50. Rae, T. D., Schmidt, P. J., Pufahl, R. A., Culotta, V. C., and O'Halloran, T. V. (1999) Science 284, 805-808
51. Takata, I., Kawamura, N., Myint, T., Miyazava, N., Suzuki, K., Maruyiama, N., Mino, M., and Taniguchi, N. (1996) Biochem. Biophys. Res. Commun. 219, 243-248
52. Islam, K. N., Takahashi, M., Higashiyama, S., Myint, T., and Uozumi, N. (1995) J. Biochem. 118, 1054-1060
53. Cussimanio, B. L., Booth, A. A., Todd, P., Hudson, B. G., and Khalifah, R. G. (2003) Biophys. Chem. 105, 743-755
54. Dawson, R. M. C., Elliott, D. C., Elliott, W. H., and Jones, K. M. (1986) Data for Biochemical Research, pp. 412, Clarendon Press, Oxford
55. Hawkins, C. L., and Davies, M. J. (1997) Biocim. Biophys. Acta. 1360, 84-96
56. Mukhopadhyay, C. K., Ehrenwald, E., and Fox, P. L. (1996) J. Biol. Chem. 271, 14773-14778
57. Marx, G., and Chevion, M. (1986) Biochem. J. 236, 397-400
58. Saxena, A. K., Saxena, P., Wu, X., Obrenovich, M., Weiss, M. F., and Monnier, V. M. (1999) Biochem. Biophys. Res. Commun. 260, 332-338
59. Nagaraj, R. H., Sarkar, P., Mally, A., Biemel, K. M., Lederer, M. O., and Padayatti, P. S. (2002) Arch. Biochem. Biophys. 402, 110-119
60. Onorato, J. M., Jenkins, A. J., Thorpe, S. R., and Baynes, J. W. (2000) J. Biol. Chem. 275, 21177-21184
61. Metz, T. O., Alderson, N. L., Chachich, M. E., Thorpe, S. R., and Baynes, J. W. (2003) J. Biol. Chem. 278, 42012-42019
62. Degenhardt, T. P., Khalifah, R. G., Klaich, G. M., and Schotzinger, R. J. (2002) J. Am. Soc. Nephrol. 13, 652A
63. Chen, S., Cohen, M. P., and Ziadeh, F. N. (2000) Kidney Int. 58, S40-S44
64. Smith, P. R., and Thornalley, P. J. (1992) Eur. J. Biochem. 210, 729-739
65. Thornalley, P., Wolff, S., Crabbe, J., and Stern, A. (1984) Biochim. Biophys. Acta. 797, 276-287