Identification of extremely reactive γ-ketoaldehydes (isolevuglandins) as products of the isoprostane pathway and characterization of their lysyl protein adducts

Journal of Biological Chemistry

Volumn 274, Issue 19, 1999, Pages 13139-13146

  Brame, Cynthia J ^a   Salomon, Robert G ^b   Morrow, Jason D ^a   Roberts II, L Jackson ^a,c  

^a VANDERBILT UNIVERSITY   (United States)

^b CASE WESTERN RESERVE UNIVERSITY   (United States)

^c VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ISOLEVUGLANDIN; ISOPROSTANE; LYSINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; COVALENT BOND; CROSS LINKING; LIPID PEROXIDATION; LIVER MICROSOME; MASS SPECTROMETRY; MEDIATOR RELEASE; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DNA INTERACTION; PROTEIN MODIFICATION;

ALDEHYDES; APOLIPOPROTEINS B; ARACHIDONIC ACID; CHROMATOGRAPHY, LIQUID; DINOPROST; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; LIPOPROTEINS, LDL; LYSINE; OXIDATION-REDUCTION;

EID: 0033531929     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.274.19.13139     Document Type: Article

References (26)

1. Halliwell, B., and Gutteridge, J. M. C. (1990) Methods Enzymol. 186, 1-85
2. Esterbauer, H., Schaur, R. J., and Zollner, H. (1991) Free Radical Biol. & Med. 11, 81-128
3. Steinberg, D. (1995) Adv. Exp. Med. Biol. 369, 39-48
4. Morrow, J. D., Hill, K. E., Burk, R. F., Nammour, T. M., Badr, K. F., and Roberts, L. J., II. (1990) Proc. Natl. Acad. Sci. U. S. A. 87, 9383-9387
5. Salomon, R. G., Miller, D. B., Zagorski, M. G., and Coughlin, D. J. (1984) J. Am. Chem. Soc. 106, 6049-6060
6. Hamburg, M., and Samuelsson, B. (1966) J. Am. Chem. Soc. 88, 2349
7. Morrow, J. D., Roberts, L. J., II, Daniel, V. C., Awad, J. A., Mirochnitchenko, O., Swift, L. L., Burk, R. F. (1998) Arch. Biochem. Biophys. 353, 160-171
8. Morrow, J. D., Minton, T. A., Mukundan, C. R., Campbell, M. D., Zackert, W. E., Daniel, V. C., Badr, K. F., Blair, I. A., Roberts, L. J., II. (1994) J. Biol. Chem. 269, 4317-4326
9. Morrow, J. D., Awad, J. A., Wu, A., Zackert, W. E., Daniel, V. C., Roberts, L. J., II. (1996) J. Biol. Chem. 271, 23185-23190
10. Iyer, R. S., Ghosh, S., and Salomon, R. G. (1989) Prostaglandins 37, 471-480
11. Murthi, K. K., Friedman, L. R., Olenick, N. L., and Salomon, R. G. (1993) Biochemistry 32, 4090-4097
12. Iyer, R. S., Miller, D. B., and Salomon, R. G. (1990) J. Org. Chem. 55, 3171-3180
13. Taber, D. F., Morrow, J. D., and Roberts, L. J., II (1997) Prostaglandins 53, 63-67
14. Miller, D. B., Raychaudhuri, S. R., Avasthi, K., Lal, K., Levison, B., Salomon, R. G. (1990) J. Org. Chem. 55, 3164-3175
15. Mills, G. L., Lane, P. A., and Weech, P. K. (1984) A Guidebook to Lipoprotein Technique, pp. 87, 88, and 469-470, Elsevier Science Publishing Co., Inc., New York
16. DeCaprio, A. P., Olajos, E. J., and Weber, P. (1982) Toxicol. Appl. Pharmacol. 65, 440-450
17. Morrow, J. D., Roberts, L. J., II, Daniel, V. D., Awad, J. A., Mirochnitchenko, O., Swift, L. L., and Burk, R. F. (1998) Arch. Biochem. Biophys. 353, 160-171
18. Lynch, S. M., Morrow, J. D., Roberts, L. J., II, and Frei, B. (1994) J. Clin. Invest. 93, 998-1004
19. Curzio, M., Esterbauer, H., DiMauro, C., Cecchini, G., and Dianzani, M. U. (1986) Biol. Chem. Hoppe-Seyler. 367, 321-329
20. Iyer, R. S., Kobierski, M. E., and Salomon, R. G. (1994) J. Org. Chem. 59, 6038-43
21. Smith, E. B., and Jensen, H. B. (1967) J. Org. Chem. 32, 3330-3334
22. Zirrolli, J. A., Davoli, E., Bettazzoli, L., Gross, M., and Murphy, R. C. (1990) J. Am. Soc. Mass Spectrom. 1, 325-335
23. Demkowicz-Dobrzanski, K., and Castonguay, A. (1992) Carcinogenesis 13, 1447-1454
24. Graham, D. G., Amarnath, V., Valentine, W. M., Pyle, S. J., and Anthony, D. C. (1995) Crit. Rev. Toxicol. 25, 91-112
25. Roberts, L. J., II, Montine, T. J., Markesbery, W. R., Tapper, A. R., Hardy P., Chemtob, S., Dettbarn, W. D., and Morrow, J. D. (1998) J. Biol. Chem. 273, 13605-13612
26. Montine, T. J., Markesbery, W. R., Morrow, J. D., and Roberts, L. J., II (1998) Ann. Neurol. 44, 410-413