Lipids versus proteins as major targets of pro-oxidant, direct-acting hemolytic agents

Toxicological Sciences

Volumn 88, Issue 1, 2005, Pages 274-283

  McMillan, David C ^a   Powell, Christine L ^a   Bowman, Zachary S ^a   Morrow, Jason D ^b   Jollow, David J ^a  

^a MEDICAL UNIVERSITY OF SOUTH CAROLINA   (United States)

^b VANDERBILT UNIVERSITY   (United States)

Author keywords

Erythrocyte; Hemoglobin; Hemolytic anemia; Lipid peroxidation; Phosphatidylserine translocation; Reactive oxygen species

Indexed keywords

BLOOD CLOTTING FACTOR 10A; DICHLORODIHYDROFLUORESCEIN DIACETATE; DIVICINE; HEMOLYTIC AGENT; ISOPROSTANE DERIVATIVE; LIPOCORTIN 5; N HYDROXYDAPSONE; PHENYLHYDRAZINE; PHOSPHATIDYLSERINE; REACTIVE OXYGEN METABOLITE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; APOPTOSIS; ARTICLE; CELL LABELING; CELLULAR DISTRIBUTION; CONTROLLED STUDY; CYTOSKELETON; ERYTHROCYTE; GAS CHROMATOGRAPHY; HEMOGLOBIN DETERMINATION; HEMOLYTIC ANEMIA; HUMAN; HUMAN CELL; LIPID BILAYER; LIPID PEROXIDATION; LIPID TRANSPORT; MACROPHAGE; MALE; MASS SPECTROMETRY; MEMBRANE BINDING; NONHUMAN; OXIDATION REDUCTION POTENTIAL; PHAGOCYTOSIS; PROTEIN ANALYSIS; RAT; SIGNAL TRANSDUCTION;

ANIMALS; DAPSONE; DOSE-RESPONSE RELATIONSHIP, DRUG; ERYTHROCYTES; HEMOGLOBINS; HEMOLYSIS; HUMANS; LIPID PEROXIDATION; LIPIDS; PHENYLHYDRAZINES; PHOSPHATIDYLSERINES; PROTEINS; PYRIMIDINONES; RATS; REACTIVE OXYGEN SPECIES;

ANIMALIA;

EID: 27644592041     PISSN: 10966080     EISSN: 10960929     Source Type: Journal    
DOI: 10.1093/toxsci/kfi290     Document Type: Article

References (48)

1. Arese, P., Mannuzzu, L., and Turrini, F. (1989). Pathophysiology of favism. Folia Haematol. 116, 745-752.
2. Azen, E. A., and Schilling, R. F. (1963). Role of the spleen in acetylphenylhydrazine (APH) anemia in rats. J. Lab. Clin. Med. 62, 59-71.
3. Beutler, E. (1969). Drug-induced hemolytic anemia. Pharmacol. Rev. 21, 73-103.
4. Beutler, E. (1978). Hemolytic anemia in disorders of red cell metabolism. In Topics in Hematology (M. M. Wintrobe, Ed.), pp. 75-92. Plenum Medical, New York.
5. Bolchoz, L. J., Morrow, J. D., McMillan, D. C., and Jollow, D. J. (2002). Primaquine-induced hemolytic anemia: Effect of 6-methoxy-8-hydroxylaminoquinoline on rat erythrocyte sulfhydryl status, membrane lipids, cytoskeletal proteins and morphology. J. Pharmacol. Exp. Ther. 303, 141-148.
6. Bowman, Z. S., Oatis, J. E., Whelan, J. L., Jollow, D. J., and McMillan, D. C. (2004). Primaquine-induced hemolytic anemia: Susceptibility of normal vs. glutathione-depleted rat erythrocytes to 5-hydroxyprimaquine. J. Pharmacol. Exp. Ther. 309, 79-85.
7. Bradshaw, T. P., McMillan, D. C., Crouch, R. K., and Jollow, D. J. (1995). Identification of free radicals produced in rat erythrocytes exposed to hemolytic concentrations of phenylhydroxylamine. Free Radic. Biol. Med. 18, 279-285.
8. Bradshaw, T. P., McMillan, D. C., Crouch, R. K., and Jollow, D. J. (1997). Formation of free radicals and protein mixed disulfides in rat red cells exposed to dapsone hydroxylamine. Free Radic. Biol. Med. 22, 1183-1193.
9. Bratosin, D., Mazurier, J., Tissier, J. P., Estaquier, J., Huart, J. J., Ameisen, J. C., Aminoff, D., and Montreuil, J. (1998). Cellular and molecular mechanisms of senescent erythrocyte phagocytosis by macrophages. A review. Biochimie 80, 173-195.
10. Ciccoli, L., Signorini, C., Alessandrini, C., Ferrali, M., and Comporti, M. (1994). Iron release, lipid peroxidation, and morphological alterations of erythrocytes exposed to acrolein and phenylhydrazine. Exp. Mol. Pathol. 60, 108-118.
11. Clark, M. R. (1988). Senescence of red blood cells: Progress and problems. Physiol. Rev. 68, 503-554.
12. Cohen, G., and Hochstein, P. (1964). Generation of hydrogen peroxide in erythrocytes by hemolytic agents. Biochemistry 3, 895-900.
13. Comporti, M. (1993). Lipid peroxidation. Biopathological significance. Mol. Aspects Med. 14, 199-207.
14. de Jong, K., Geldwerth, D., and Kuypers, F. A. (1997). Oxidative damage does not alter membrane phospholipid asymmetry in human erythrocytes. Biochemistry 36, 6768-6776.
15. Glader, B. E., and Conrad, M. E. (1973). Hemolysis by diphenylsulfones: Comparative effects of DDS and hydroxylamine-DDS. J. Lab. Clin. Med. 81, 267-272.
16. Goldberg, B., and Stern, A. (1977). The mechanism of oxidative hemolysis produced by phenylhydrazine. Mol. Pharmacol. 13, 832-839.
17. Goldstein, B. D., Rozen, M. G., and Kunis, R. L. (1980). Role of red cell membrane lipid peroxidation in hemolysis due to phenylhydrazine. Biochem. Pharmacol. 29, 1355-1359.
18. Grossman, S. J., and Jollow, D. J. (1988). Role of dapsone hydroxylamine in dapsone-induced hemolytic anemia. J. Pharmacol. Exp. Ther. 244, 118-125.
19. Grossman, S. J., Simson, J., and Jollow, D. J. (1992). Dapsone-induced hemolytic anemia: Effect of N-hydroxy dapsone on the sulfhydryl status and membrane proteins of rat erythrocytes. Toxicol. Appl. Pharmacol. 117, 208-217.
20. Halliwell, B., and Whiteman, M. (2004). Measuring reactive species and oxidative damage in vivo and in cell culture: How should you do it and what do the results mean? Br. J. Pharmacol. 142, 231-255.
21. Harrison, J. H., Jr., and Jollow, D. J. (1986). Role of aniline metabolites in aniline-induced hemolytic anemia. J. Pharmacol. Exp. Ther. 238, 1045-1054.
22. Hochstein, P. (1988). Perspectives on hydrogen peroxide and drug-induced hemolytic anemia in glucose-6-phosphate dehydrogenase deficiency. Free Radicic. Biol. Med. 5, 387-392.
23. Jain, S. K., and Hochstein, P. (1979). Generation of superoxide radicals by hydrazine. Its role in phenylhydrazine induced hemolytic anemia. Biochim. Biophys. Acta 586, 128-134.
24. Jandl, J. H., Engle, L. K., and Allen, D. W. (1960). Oxidative hemolysis and precipitation of hemoglobin I. Heinz body anemias as an acceleration of red cell aging. J. Clin. Invest. 39, 1818.
25. Jollow, D. J., and McMillan, D. C. (2001). Oxidative stress, glucose-6-phosphate dehydrogenase and the red cell. Adv. Exp. Med. Biol. 500, 595-605.
26. Kiese, M. (1974). Methemoglobinemia: A Comprehensive Treatise. CRC Press, Cleveland, OH.
27. Kuypers, F. A., Lewis, R. A., Hua, M., Schott, M. A., Discher, D., Ernst, J. D., and Lubin, B. H. (1996). Detection of altered membrane phospholipid asymmetry in subpopulations of human red blood cells using fluorescently labeled annexin V. Blood 87, 1179-1187.
28. Mandal, D., Moitra, P. K., Saha, S., and Basu, J. (2002). Caspase 3 regulates phosphatidylserine externalization and phagocytosis of oxidatively stressed erythrocytes. FEBS Lett. 513, 184-188.
29. McMillan, D. C., Bolchoz, L. J., and Jollow, D. J. (2001). Favism: Effect of divicine on rat erythrocyte sulfhydryl status, hexose monophosphate shunt activity, morphology, and membrane skeletal proteins. Toxicol. Sci. 62, 353-359.
30. McMillan, D. C., Jensen, C. B., and Jollow, D. J. (1998). Role of lipid peroxidation in dapsone-induced hemolytic anemia. J. Pharmacol. Exp. Ther. 287, 868-876.
31. McMillan, D. C., and Jollow, D. J. (1999). Favism: Divicine hemotoxicity in the rat. Toxicol. Sci. 51, 310-316.
32. McMillan, D. C., Schey, K. L., Meier, G. P., and Jollow, D. J. (1993). Chemical analysis and hemolytic activity of the fava bean aglycon divicine. Chem. Res. Toxicol. 6, 439-444.
33. McMillan, D. C., Simson, J. V., Budinsky, R. A., and Jollow, D. J. (1995). Dapsone-induced hemolytic anemia: Effect of dapsone hydroxylamine on sulfhydryl status, membrane skeletal proteins and morphology of human and rat erythrocytes. J. Pharmacol. Exp. Ther. 274, 540-547.
34. Morrow, J. D., and Roberts, L. J., 2nd (1999). Mass spectrometric quantification of F2-isoprostanes in biological fluids and tissues as measure of oxidant stress. Methods Enzymol. 300, 3-12.
35. Nagababu, E., and Rifkind, J. M. (2000). The origin of red cell fluorescence caused by hydrogen peroxide treatment. Free Radic. Biol. Med. 29, 659-663.
36. Rettig, M. P., Low, P. S., Gimm, J. A., Mohandas, N., Wang, J., and Christian, J. A. (1999). Evaluation of biochemical changes during in vivo erythrocyte senescence in the dog. Blood 93, 376-384.
37. Rice-Evans, C., and Hochstein, P. (1981). Alterations in erythrocyte membrane fluidity by phenylhydrazine-induced peroxidation of lipids. Biochem. Biophys. Res. Commun. 100, 1537-1542.
38. Rossi, R., Barra, D., Bellelli, A., Boumis, G., Canofeni, S., Di Simplicio, P., Lusini, L., Pascarella, S., and Amiconi, G. (1998). Fast-reacting thiols in rat hemoglobins can intercept damaging species in erythrocytes more efficiently than glutathione. J. Biol. Chem. 273, 19198-19206.
39. Tyurina, Y. Y., Shvedova, A. A., Kanai, K., Tyurin, V. A., Kommineni, C., Quinn, P. J., Schor, N. F., Fabisiak, J. P., and Kagan, V. E. (2000). Phospholipid signaling in apoptosis: Peroxidation and externalization of phosphatidylserine. Toxicology 148, 93-101.
40. Tyurina, Y. Y., Tyurin, V. A., Zhao, Q., Djukic, M., Quinn, P. J., Pitt, B. R., and Kagan, V. E. (2004). Oxidation of phosphatidylserine: A mechanism for plasma membrane phospholipid scrambling during apoptosis? Biochem. Biophys. Res. Commun. 324, 1059-1064.
41. van den Berg, J. J. M., Op den Kamp, J. A. F., Lubin, B. H., Roelofsen, B., and Kuypers, F. A. (1992). Kinetics and site specificity of hydroperoxide-induced oxidative damage in red blood cells. Free Radic. Biol. Med. 12, 487-498.
42. Vilsen, B., and Nielsen, H. (1984). Reaction of phenylhydrazine with erythrocytes. Cross-linking of spectrin by disulfide exchange with oxidized hemoglobin. Biochem. Pharmacol. 33, 2739-2748.
43. Walsh, M., Lutz, R. J., Cotter, T. G., and O'Connor, R. (2002). Erythrocyte survival is promoted by plasma and suppressed by a Bak-derived peptide that interacts with membrane-associated Bcl-X(L). Blood 99, 3439-3448.
44. Waugh, S. M., and Low, P. S. (1985). Hemichrome binding to band 3: Nucleation of Heinz bodies on the erythrocyte membrane. Biochemistry 24, 34-39.
45. Winterbourn, C. C., and Carrell, R. W. (1972). The absence of lipid peroxidation in human red cells exposed to acetylphenylhydrazine. Br. J. Haematol. 23, 499-505.
46. Winterbourn, C. C., Cowden, W. B., and Sutton, H. C. (1989). Auto-oxidation of dialuric acid, divicine and isouramil. Superoxide dependent and independent mechanisms. Biochem. Pharmacol. 38, 611-618.
47. Wrona, M., Patel, K., and Wardman, P. (2005). Reactivity of 2′,7′-dichlorodihydrofluorescein and dihydrorhodamine 123 and their oxidized forms toward carbonate, nitrogen dioxide, and hydroxyl radicals. Free Radic. Biol. Med. 38, 262-270.
48. Zwaal, R. F. A., and Schroit, A. J. (1997). Pathophysiological implications of membrane phospholipid asymmetry in blood cells. Blood 89, 1121-1132.