메뉴 건너뛰기




Volumn 12, Issue 5, 1999, Pages 442-449

Catalytic scavenging of peroxynitrite by isomeric Mn(III) N- methylpyridylporphyrins in the presence of reductants

Author keywords

[No Author keywords available]

Indexed keywords

MANGANESE; PEROXYNITRITE; PORPHYRIN DERIVATIVE;

EID: 0344348820     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx980245d     Document Type: Article
Times cited : (160)

References (52)
  • 1
    • 0025874048 scopus 로고
    • Peroxynitrite induced membrane lipid peroxidation: The cytotoxic potential of superoxide and nitric oxide
    • Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite induced membrane lipid peroxidation: The cytotoxic potential of superoxide and nitric oxide. Arch. Biochem. Biophys. 288, 481-487.
    • (1991) Arch. Biochem. Biophys. , vol.288 , pp. 481-487
    • Radi, R.1    Beckman, J.S.2    Bush, K.M.3    Freeman, B.A.4
  • 2
    • 0028090219 scopus 로고
    • Aconitase is readily inactivated by peroxynitrite, but not by its precursor, nitric oxide
    • Castro, L., Rodríguez, M., and Radi, R. (1994) Aconitase is readily inactivated by peroxynitrite, but not by its precursor, nitric oxide. J. Biol Chem. 269, 29409-29415.
    • (1994) J. Biol Chem. , vol.269 , pp. 29409-29415
    • Castro, L.1    Rodríguez, M.2    Radi, R.3
  • 3
    • 0026680555 scopus 로고
    • A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: Reaction with protein and nucleic acid
    • King, P. A., Anderson, V. E., Edwards, J. O., Gustafson, G., Plumb, R. C., and Suggs, J. W. (1992). A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: reaction with protein and nucleic acid. J. Am. Chem. Soc. 114, 5430-5432.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5430-5432
    • King, P.A.1    Anderson, V.E.2    Edwards, J.O.3    Gustafson, G.4    Plumb, R.C.5    Suggs, J.W.6
  • 6
    • 0031045544 scopus 로고    scopus 로고
    • On the pathways of peroxynitrite oxidation of sulfhydryls
    • Quijano, C., Alvarez, B., Gatti, R., Augusto, O., and Radi, R. (1997) On the pathways of peroxynitrite oxidation of sulfhydryls. Biochem. J. 322, 167-173.
    • (1997) Biochem. J. , vol.322 , pp. 167-173
    • Quijano, C.1    Alvarez, B.2    Gatti, R.3    Augusto, O.4    Radi, R.5
  • 7
    • 0031826286 scopus 로고    scopus 로고
    • Peroxynitrite reactions and diffusion in biology
    • Radi, R. (1998) Peroxynitrite reactions and diffusion in biology. Chem. Res. Toxicol. 11, 720-721.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 720-721
    • Radi, R.1
  • 8
    • 0029862502 scopus 로고    scopus 로고
    • Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts
    • MacMillan-Crow, L. A., Crow, J. P., Kerby, J. D., Beckman, J. S., and Thompson, J. A. (1996) Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts. Proc. Natl. Acad Sci. U.SA. 93, 11853-11858.
    • (1996) Proc. Natl. Acad Sci. U.SA. , vol.93 , pp. 11853-11858
    • MacMillan-Crow, L.A.1    Crow, J.P.2    Kerby, J.D.3    Beckman, J.S.4    Thompson, J.A.5
  • 9
    • 0032535514 scopus 로고    scopus 로고
    • Glyceraldehyde-3-phosphate dehydrogenase inactivation by peroxynitrite
    • Souza, J., and Radi, R. (1998) Glyceraldehyde-3-phosphate dehydrogenase inactivation by peroxynitrite. Arch. Biochem. Biophys. 360, 187-194.
    • (1998) Arch. Biochem. Biophys. , vol.360 , pp. 187-194
    • Souza, J.1    Radi, R.2
  • 10
    • 0030577390 scopus 로고    scopus 로고
    • Effects of carbon dioxide/bicarbonate on induction of DNA single-strand breaks and formation of 8-nitroguanine, 8-oxoguanine and base-propenal mediated by peroxynitrite
    • Yermilov, V., Yoshie, Y., Rubio, J., and Ohshima, H. (1996) Effects of carbon dioxide/bicarbonate on induction of DNA single-strand breaks and formation of 8-nitroguanine, 8-oxoguanine and base-propenal mediated by peroxynitrite. FEBS Lett. 399, 67-70.
    • (1996) FEBS Lett. , vol.399 , pp. 67-70
    • Yermilov, V.1    Yoshie, Y.2    Rubio, J.3    Ohshima, H.4
  • 11
    • 0030250041 scopus 로고    scopus 로고
    • Carbon dioxide enhancement of peroxynitrite-mediated protein tyrosine nitration
    • Gow, A., Duran, D., Thom, S., and Ischiropoulos, H. (1996) Carbon dioxide enhancement of peroxynitrite-mediated protein tyrosine nitration. Arch. Biochem. Biophys. 333, 42-48.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 42-48
    • Gow, A.1    Duran, D.2    Thom, S.3    Ischiropoulos, H.4
  • 12
    • 0030249458 scopus 로고    scopus 로고
    • Peroxynitrite reaction with carbon dioxide/bicarbonate: Kinetics and influence on peroxynitrite-mediated oxidations
    • Denicola, A., Freeman, B., Trujillo, M., and Radi, R. (1996) Peroxynitrite reaction with carbon dioxide/bicarbonate: kinetics and influence on peroxynitrite-mediated oxidations. Arch. Biochem. Biophys. 333, 49-58.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 49-58
    • Denicola, A.1    Freeman, B.2    Trujillo, M.3    Radi, R.4
  • 13
    • 11944262823 scopus 로고
    • Rapid reaction between peroxynitrite ion and carbon dioxide: Implications for biological activity
    • Lymar, S. V., and Hurst, J. K (1995) Rapid reaction between peroxynitrite ion and carbon dioxide: implications for biological activity. J. Am. Chem. Soc. 117, 8867-8868.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8867-8868
    • Lymar, S.V.1    Hurst, J.K.2
  • 14
    • 0029953744 scopus 로고    scopus 로고
    • Mechanism of carbon dioxide catalyzed oxidation of tyrosine by peroxynitrite
    • Lymar, S. V., Jiang, Q., and Hurst, J. K. (1996) Mechanism of carbon dioxide catalyzed oxidation of tyrosine by peroxynitrite. Biochemistry 35, 7855-7861.
    • (1996) Biochemistry , vol.35 , pp. 7855-7861
    • Lymar, S.V.1    Jiang, Q.2    Hurst, J.K.3
  • 15
    • 0031740360 scopus 로고    scopus 로고
    • Peroxynitrite reactions with carbon dioxide-bicarbonate
    • Radi, R., Denicola, A., and Freeman, B. A. (1998) Peroxynitrite reactions with carbon dioxide-bicarbonate. Methods Enzymol. 301, 353-367.
    • (1998) Methods Enzymol. , vol.301 , pp. 353-367
    • Radi, R.1    Denicola, A.2    Freeman, B.A.3
  • 16
    • 0000830289 scopus 로고    scopus 로고
    • The effect of bicarbonate on oxidation by peroxynitrite: Implication for its biological activity
    • Goldstein, S., and Czapski, G. (1997) The effect of bicarbonate on oxidation by peroxynitrite: implication for its biological activity. Inorg. Chem. 36, 5113-5117.
    • (1997) Inorg. Chem. , vol.36 , pp. 5113-5117
    • Goldstein, S.1    Czapski, G.2
  • 17
    • 0001163528 scopus 로고    scopus 로고
    • 2-catalyzed one-electron oxidations by peroxynitrite: Properties of the reactive intermediate
    • 2-Catalyzed one-electron oxidations by peroxynitrite: properties of the reactive intermediate. Inorg. Chem. 37, 294-301.
    • (1998) Inorg. Chem. , vol.37 , pp. 294-301
    • Lymar, S.V.1    Hurst, J.K.2
  • 19
    • 0029797982 scopus 로고    scopus 로고
    • Peroxynitrite decomposition catalysts
    • Stern, M. K., Jensen, M. J., and Kramer, K. (1996) Peroxynitrite decomposition catalysts. J. Am. Chem. Soc. 118, 8735-8736.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8735-8736
    • Stern, M.K.1    Jensen, M.J.2    Kramer, K.3
  • 20
    • 0032486758 scopus 로고    scopus 로고
    • Mechanism of iron porphyrin reactions with peroxynitrite
    • Lee, J., Hunt, J. A., and Groves, J. T. (1998) Mechanism of iron porphyrin reactions with peroxynitrite. J. Am. Chem. Soc. 120, 7493-7501.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 7493-7501
    • Lee, J.1    Hunt, J.A.2    Groves, J.T.3
  • 21
  • 22
    • 0000915860 scopus 로고
    • Peroxynitrite-induced DNA strand scission mediated by a manganese porphyrin
    • Groves, J. T., and Marla, S. S. (1995) Peroxynitrite-induced DNA strand scission mediated by a manganese porphyrin. J. Am. Chem. Soc. 117, 9578-9579.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9578-9579
    • Groves, J.T.1    Marla, S.S.2
  • 23
    • 0032478182 scopus 로고    scopus 로고
    • Peroxynitrite decomposition catalysts: Therapeutics for peroxynitrite mediated pathology
    • Salvemini, D., Wang, Z., Stern, M., Currie, M., and Misko, T. (1998) Peroxynitrite decomposition catalysts: therapeutics for peroxynitrite mediated pathology. Proc. Natl. Acad. Sci. U.S.A. 95, 2659-2663.
    • (1998) Proc. Natl. Acad. Sci. U.S.A. , vol.95 , pp. 2659-2663
    • Salvemini, D.1    Wang, Z.2    Stern, M.3    Currie, M.4    Misko, T.5
  • 24
  • 25
    • 0030566871 scopus 로고    scopus 로고
    • Kinetic study of the reaction of ebselen with peroxynitrite
    • Masumoto, H., Kissner, R., Koppenol, W. H., and Sies, H. (1996) Kinetic study of the reaction of ebselen with peroxynitrite. FEBS Lett. 398, 179-182.
    • (1996) FEBS Lett. , vol.398 , pp. 179-182
    • Masumoto, H.1    Kissner, R.2    Koppenol, W.H.3    Sies, H.4
  • 26
    • 0032411442 scopus 로고    scopus 로고
    • Kinetic study of the reaction of glutathione peroxidase with peroxynitrite
    • Briviba, K., Kissner, R., Koppenol, W. H., and Sies, H. (1998) Kinetic study of the reaction of glutathione peroxidase with peroxynitrite. Chem. Res. Toxicol. 11, 1398-1401.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 1398-1401
    • Briviba, K.1    Kissner, R.2    Koppenol, W.H.3    Sies, H.4
  • 27
    • 0343554032 scopus 로고    scopus 로고
    • Rapid decomposition of peroxynitrite by manganese porphyrin-antioxidant redox couples
    • Lee, J., Hunt, J., and Groves, J. T. (1997) Rapid decomposition of peroxynitrite by manganese porphyrin-antioxidant redox couples. Bioorg. Med. Chem. Lett. 7, 2913-2918.
    • (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 2913-2918
    • Lee, J.1    Hunt, J.2    Groves, J.T.3
  • 28
    • 0031750066 scopus 로고    scopus 로고
    • Manganese porphyrins as redox-coupled peroxynitrite reductases
    • Lee, J., Hunt, J. A., and Groves, J. T. (1998) Manganese porphyrins as redox-coupled peroxynitrite reductases. J. Am. Chem. Soc. 120, 6053-6061.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 6053-6061
    • Lee, J.1    Hunt, J.A.2    Groves, J.T.3
  • 29
    • 0032544579 scopus 로고    scopus 로고
    • The ortho effect makes manganese(III) meso-tetrakis(N-methylpyridinium-2-yl)porphyrin (MnTM-2-PyP) a powerful and potentially useful superoxide dismutase mimic
    • Batinić-Haberle, I., Benov, L., Spasojević, I., and Fridovich, I. (1998) The ortho effect makes manganese(III) meso-tetrakis(N-methylpyridinium-2-yl)porphyrin (MnTM-2-PyP) a powerful and potentially useful superoxide dismutase mimic. J. Biol. Chem. 273, 24521-24528.
    • (1998) J. Biol. Chem. , vol.273 , pp. 24521-24528
    • Batinić-Haberle, I.1    Benov, L.2    Spasojević, I.3    Fridovich, I.4
  • 30
    • 2642598048 scopus 로고    scopus 로고
    • Ternary copper complexes and Mn(tbap) catalyze peroxynitrite-dependent nitration of aromatics
    • Ferrer-Sueta, G., Ruiz-Ramírez, L., and Radi, R. (1997) Ternary copper complexes and Mn(tbap) catalyze peroxynitrite-dependent nitration of aromatics. Chem. Res. Toxicol. 10, 1338-1344.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1338-1344
    • Ferrer-Sueta, G.1    Ruiz-Ramírez, L.2    Radi, R.3
  • 31
    • 0025189864 scopus 로고
    • Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide
    • Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P. A., and Freeman, B. A. (1990) Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. U.S.A. 87, 1620-1624.
    • (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.87 , pp. 1620-1624
    • Beckman, J.S.1    Beckman, T.W.2    Chen, J.3    Marshall, P.A.4    Freeman, B.A.5
  • 32
    • 0021288825 scopus 로고
    • Uric acid: Functions and determination
    • Hochstein, P., Hatch, L., and Sevanian, A. (1984) Uric acid: functions and determination. Methods Enzymol. 105, 162-166.
    • (1984) Methods Enzymol. , vol.105 , pp. 162-166
    • Hochstein, P.1    Hatch, L.2    Sevanian, A.3
  • 33
    • 0000853187 scopus 로고
    • The molar extintion coefficient of 2,6-dichlorophenol indophenol
    • Armstrong, J. M. (1964), The molar extintion coefficient of 2,6-dichlorophenol indophenol. Biochim. Biophys. Acta 86, 194-197.
    • (1964) Biochim. Biophys. Acta , vol.86 , pp. 194-197
    • Armstrong, J.M.1
  • 34
    • 0018344688 scopus 로고
    • A precise method for the determination of whole blood and plasma sulfhydryl groups
    • Ellman, G. L., and Lysko, H. (1979) A precise method for the determination of whole blood and plasma sulfhydryl groups. Anal. Biochem. 93, 98-102.
    • (1979) Anal. Biochem. , vol.93 , pp. 98-102
    • Ellman, G.L.1    Lysko, H.2
  • 35
    • 0003904803 scopus 로고
    • Ultraviolet absorption spectra of proteins and amino acids
    • Beaven, G. H., and Holiday, E. R. (1952) Ultraviolet absorption spectra of proteins and amino acids. Adv. Protein Chem. 7, 319-386.
    • (1952) Adv. Protein Chem. , vol.7 , pp. 319-386
    • Beaven, G.H.1    Holiday, E.R.2
  • 37
    • 0030804770 scopus 로고    scopus 로고
    • Detection and characterization of an oxomanganese(V) porphyrin complex by rapid mixing stopped-flow spectrophotometry
    • Groves, J. T., Lee, J., and Marla, S. S. (1997) Detection and characterization of an oxomanganese(V) porphyrin complex by rapid mixing stopped-flow spectrophotometry. J. Am. Chem. Soc. 119, 6269-6273.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 6269-6273
    • Groves, J.T.1    Lee, J.2    Marla, S.S.3
  • 39
    • 0027370376 scopus 로고
    • GEPASI: A software package for modelling the dynamics, steady states and control of biochemical and other systems
    • Mendes, P. (1993) GEPASI: a software package for modelling the dynamics, steady states and control of biochemical and other systems. Comput. Appl. Biosci. 9, 563-571.
    • (1993) Comput. Appl. Biosci. , vol.9 , pp. 563-571
    • Mendes, P.1
  • 40
    • 0030921160 scopus 로고    scopus 로고
    • Biochemistry by numbers: Simulation of biochemical pathways with Gepasi 3
    • Mendes, P. (1997) Biochemistry by numbers: simulation of biochemical pathways with Gepasi 3. Trends Biochem. Sci. 22, 361-363.
    • (1997) Trends Biochem. Sci. , vol.22 , pp. 361-363
    • Mendes, P.1
  • 42
    • 0030052854 scopus 로고    scopus 로고
    • Nitration and hydroxylation of phenolic compounds by peroxynitrite
    • Ramezanian, M. S., Padmaja, S., and Koppenol, W. H. (1996) Nitration and hydroxylation of phenolic compounds by peroxynitrite. Chem. Res. Toxicol. 9, 232-239.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 232-239
    • Ramezanian, M.S.1    Padmaja, S.2    Koppenol, W.H.3
  • 46
    • 0031460696 scopus 로고    scopus 로고
    • Peroxynitrite rapidly permeates phospholipid membranes
    • Marla, S. S., Lee, J., and Groves, J. T. (1997) Peroxynitrite rapidly permeates phospholipid membranes. Proc. Natl. Acad. Sci. U.S.A. 94, 14243-14248.
    • (1997) Proc. Natl. Acad. Sci. U.S.A. , vol.94 , pp. 14243-14248
    • Marla, S.S.1    Lee, J.2    Groves, J.T.3
  • 47
    • 0031278467 scopus 로고    scopus 로고
    • Amphiphilic peroxynitrite decomposition catalysts in liposomal assemblies
    • Hunt, J. A., Lee, J., and Groves, J. T. (1997) Amphiphilic peroxynitrite decomposition catalysts in liposomal assemblies. Chem. Biol. 4, 845-858.
    • (1997) Chem. Biol. , vol.4 , pp. 845-858
    • Hunt, J.A.1    Lee, J.2    Groves, J.T.3
  • 48
    • 0016624901 scopus 로고
    • Binding energy, specificity and enzymic catalysis: The Circe effect
    • Jenks, W. P. (1975) Binding energy, specificity and enzymic catalysis: the Circe effect. Adv. Enzymol. 43, 219-410.
    • (1975) Adv. Enzymol. , vol.43 , pp. 219-410
    • Jenks, W.P.1
  • 49
    • 0029002385 scopus 로고
    • Kinetic factors that control the fate of thiyl radicals in cells
    • Wardman, P., and von Sonntag, C. (1995) Kinetic factors that control the fate of thiyl radicals in cells. Methods Enzymol. 251, 31-45.
    • (1995) Methods Enzymol. , vol.251 , pp. 31-45
    • Wardman, P.1    Von Sonntag, C.2
  • 50
    • 0031010584 scopus 로고    scopus 로고
    • Formation of nitric oxide, superoxide, and peroxynitrite in myocardial ischemia-reperfusion injury in rats
    • Liu, P., Hock, C. E., Nagele, R., and Wong, P. Y. (1997) Formation of nitric oxide, superoxide, and peroxynitrite in myocardial ischemia-reperfusion injury in rats. Am. J. Physiol. 272, H2327-H2336.
    • (1997) Am. J. Physiol. , vol.272
    • Liu, P.1    Hock, C.E.2    Nagele, R.3    Wong, P.Y.4
  • 51
    • 0031028998 scopus 로고    scopus 로고
    • Clinical evidence of peroxynitrite formation in chronic renal failure patients with septic shock
    • Fukuyama, N., Takebayashi, Y., Hida, M., Ishida, H., Ichimori, K, and Nakazawa, H. (1997) Clinical evidence of peroxynitrite formation in chronic renal failure patients with septic shock. Free Radical Biol. Med. 22, 771-774.
    • (1997) Free Radical Biol. Med. , vol.22 , pp. 771-774
    • Fukuyama, N.1    Takebayashi, Y.2    Hida, M.3    Ishida, H.4    Ichimori, K.5    Nakazawa, H.6
  • 52
    • 0032147208 scopus 로고    scopus 로고
    • Biological tyrosine nitration: A pathophysiological function of nitric oxide and reactive oxygen species
    • Ischiropoulos, H. (1998) Biological tyrosine nitration: a pathophysiological function of nitric oxide and reactive oxygen species. Arch. Biochem. Biophys. 356, 1-11.
    • (1998) Arch. Biochem. Biophys. , vol.356 , pp. 1-11
    • Ischiropoulos, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.