Inactivation of metabolic enzymes by photo-treatment with zinc meta N-methylpyridylporphyrin

Biochimica et Biophysica Acta - General Subjects

Volumn 1770, Issue 11, 2007, Pages 1520-1527

  Al Mutairi, Dalal A ^a   Craik, James D ^a   Batinic Haberle, Ines ^b   Benov, Ludmil T ^a  

^a KUWAIT UNIVERSITY   (Kuwait)

^b DUKE UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

Cancer cell glycolysis; Enzyme inactivation; inhibition of metabolism; MTT reduction; NADPH production; Photodynamic therapy; Zn meta N methylpyridylporphyrin

Indexed keywords

ACONITATE HYDRATASE; FUMARATE HYDRATASE; GLUCOSE 6 PHOSPHATE DEHYDROGENASE; GLYCERALDEHYDE 3 PHOSPHATE DEHYDROGENASE; HEMATOPORPHYRIN; ISOCITRATE DEHYDROGENASE; LACTATE DEHYDROGENASE; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; PHOTOSENSITIZING AGENT; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG; ZINC META N METHYLPYRIDYLPORPHYRIN;

ARTICLE; CELL DAMAGE; CELL METABOLISM; CITRIC ACID CYCLE; COLON ADENOCARCINOMA; CONTROLLED STUDY; ENZYME ACTIVATION; ENZYME STRUCTURE; ENZYME SYNTHESIS; FERMENTATION; HUMAN; HUMAN CELL; ILLUMINATION; PHOTODYNAMICS; PRIORITY JOURNAL; PROTEIN CROSS LINKING;

BIOTRANSFORMATION; CELL LINE, TUMOR; CYTOCHROME P-450 ENZYME SYSTEM; DIHEMATOPORPHYRIN ETHER; HUMANS; METALLOPORPHYRINS; ORGANOMETALLIC COMPOUNDS; PHOTOSENSITIZING AGENTS; PHOTOTHERAPY; ZINC;

EID: 34848837937     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbagen.2007.06.006     Document Type: Article

References (41)

1. Warburg O. On respiratory impairment in cancer cells. Science 124 (1956) 269-270
2. Pelicano H., Martin D.S., Xu R.H., and Huang P. Glycolysis inhibition for anticancer treatment. Oncogene 25 (2006) 4633-4646
3. Munoz-Pinedo C., Ruiz-Ruiz C., Ruiz de Almodovar C., Palacios C., and Lopez-Rivas A. Inhibition of glucose metabolism sensitizes tumor cells to death receptor-triggered apoptosis through enhancement of death-inducing signaling complex formation and apical procaspase-8 processing. J. Biol. Chem. 278 (2003) 12759-12768
4. Izyumov D.S., Avetisyan A.V., Pletjushkina O.Y., Sakharov D.V., Wirtz K.W., Chernyak B.V., and Skulachev V.P. "Wages of fear": transient threefold decrease in intracellular ATP level imposes apoptosis. Biochim. Biophys. Acta 1658 (2004) 141-147
5. Boros L.G., Lee P.W., Brandes J.L., Cascante M., Muscarella P., Schirmer W.J., Melvin W.S., and Ellison E.C. Nonoxidative pentose phosphate pathways and their direct role in ribose synthesis in tumors: is cancer a disease of cellular glucose metabolism?. Med. Hypotheses 50 (1998) 55-59
6. Coy J.F., Dressler D., Wilde J., and Schubert P. Mutations in the transketolase-like gene TKTL1: clinical implications for neurodegenerative diseases, diabetes and cancer. Clin. Lab. 51 (2005) 257-273
7. Schwartz A.G., and Pashko L.L. Cancer prevention with dehydroepiandrosterone and non-androgenic structural analogs. J. Cell. Biochem., Suppl. 22 (1995) 210-217
8. Rais B., Comin B., Puigjaner J., Brandes J.L., Creppy E., Saboureau D., Ennamany R., Lee W.N., Boros L.G., and Cascante M. Oxythiamine and dehydroepiandrosterone induce a G1 phase cycle arrest in Ehrlich's tumor cells through inhibition of the pentose cycle. FEBS Lett. 456 (1999) 113-118
9. Al-Mutairi D.A., Craik J.D., Batinic-Haberle I., and Benov L.T. Induction of oxidative cell damage by photo-treatment with zinc meta N-methylpyridylporphyrin. Free Radic. Res. 41 (2007) 89-96
10. Benov L., Batinic-Haberle I., Spasojevic I., and Fridovich I. Isomeric N-alkylpyridylporphyrins and their Zn(II) complexes: inactive as SOD mimics but powerful photosensitizers. Arch. Biochem. Biophys. 402 (2002) 159-165
11. Bonnett R. Photosensitizers of the porphyrin and phthalocyanine series for photodynamic therapy. Chem. Soc. Rev. 24 (1995) 19-33
12. Detty M.R., Gibson S.L., and Wagner S.J. Current clinical and preclinical photosensitizers for use in photodynamic therapy. J. Med. Chem. 47 (2004) 3897-3915
13. Al-Mutairi D.A., Craik J.D., Batinic-Haberle I., and Benov L.T. Photosensitizing action of isomeric zinc N-methylpyridyl porphyrins in human carcinoma cells. Free Radic. Res. 40 (2006) 477-483
14. Gardner P.R. Aconitase: sensitive target and measure of superoxide. Methods Enzymol. 349 (2002) 9-23
15. McCord J.M., and Fridovich I. Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). J. Biol. Chem. 244 (1969) 6049-6055
16. Visick J.E., and Clarke S. RpoS- and OxyR-independent induction of HPI catalase at stationary phase in Escherichia coli and identification of rpoS mutations in common laboratory strains. J. Bacteriol. 179 (1997) 4158-4163
17. Dagher S.M., and Deal Jr. W.C. Glyceraldehyde-3-phosphate dehydrogenase from pig liver. Methods Enzymol. 89 (1982) 310-316
18. Lee C.Y. Glucose-6-phosphate dehydrogenase from mouse. Methods Enzymol. 89 (1982) 252-257
19. Fatania H., Al-Nassar K.E., and Sidhan V. Purification and partial characterisation of NADP(+)-linked isocitrate dehydrogenase from rat liver cytosol. FEBS Lett. 320 (1993) 57-60
20. Liochev S.I., Benov L., Touati D., and Fridovich I. Induction of the soxRS regulon of Escherichia coli by superoxide. J. Biol. Chem. 274 (1999) 9479-9481
21. Smith I.K., Vierheller T.L., and Thorne C.A. Assay of glutathione reductase in crude tissue homogenates using 5,5(-dithiobis(2-nitrobenzoic acid). Anal. Biochem. 175 (1988) 408-413
22. Stambaugh R., and Buckley J. The enzymic and molecular nature of the lactic dehydrogenase subbands and X4 isozyme. J. Biol. Chem. 242 (1967) 4053-4059
23. Travis J., Bowen J., Tewksbury D., Johnson D., and Pannell R. Isolation of albumin from whole human plasma and fractionation of albumin-depleted plasma. Biochem. J. 157 (1976) 301-306
24. Thompson S.T., Cass K.H., and Stellwagen E. Blue dextran-sepharose: an affinity column for the dinucleotide fold in proteins. Proc. Natl. Acad. Sci. U. S. A. 72 (1975) 669-672
25. Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 65 (1983) 55-63
26. Davies M.J. Reactive species formed on proteins exposed to singlet oxygen. Photochem. Photobiol. Sc. 3 (2004) 17-25
27. Berridge M.V., Herst P.M., and Tan A.S. Tetrazolium dyes as tools in cell biology: new insights into their cellular reduction. Biotechnol. Annu. Rev. 11 (2005) 127-152
28. Berridge M.V., and Tan A.S. Characterization of the cellular reduction of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT): subcellular localization, substrate dependence, and involvement of mitochondrial electron transport in MTT reduction. Arch. Biochem. Biophys. 303 (1993) 474-482
29. Grossweiner L.I. Photochemical inactivation of enzymes. Curr. Top. Radiat. Res. Q. 11 (1976) 141-199
30. Boegheim J.P., Scholte H., Dubbelman T.M., Beems E., Raap A.K., and van Steveninck J. Photodynamic effects of hematoporphyrin-derivative on enzyme activities of murine L929 fibroblasts. J. Photochem. Photobiol., B Biol. 1 (1987) 61-73
31. Morgan P.E., Dean R.T., and Davies M.J. Inhibition of glyceraldehyde-3-phosphate dehydrogenase by peptide and protein peroxides generated by singlet oxygen attack. Eur. J. Biochem. 269 (2002) 1916-1925
32. Kim S.Y., Tak J.K., and Park J.W. Inactivation of NADP(+)-dependent isocitrate dehydrogenase by singlet oxygen derived from photoactivated rose bengal. Biochimie 86 (2004) 501-507
33. Luo J., Li L., Zhang Y., Spitz D.R., Buettner G.R., Oberley L.W., and Domann F.E. Inactivation of primary antioxidant enzymes in mouse keratinocytes by photodynamically generated singlet oxygen. Antioxid. Redox Signal. 8 (2006) 1307-1314
34. Moan J., and Juzenas P. Singlet oxygen in photosensitization. J. Environ. Pathol. Toxicol. Oncol. 25 (2006) 29-50
35. Morgan P.E., Dean R.T., and Davies M.J. Protective mechanisms against peptide and protein peroxides generated by singlet oxygen. Free Radic. Biol. Med. 36 (2004) 484-496
36. Davies M.J. Singlet oxygen-mediated damage to proteins and its consequences. Biochem.Biophys. Res. Commun. 305 (2003) 761-770
37. Wright A., Bubb W.A., Hawkins C.L., and Davies M.J. Singlet oxygen-mediated protein oxidation: evidence for the formation of reactive side chain peroxides on tyrosine residues. Photochem. Photobiol. 76 (2002) 35-46
38. Wright A., Hawkins C.L., and Davies M.J. Photo-oxidation of cells generates long-lived intracellular protein peroxides. Free Radic. Biol. Med. 34 (2003) 637-647
39. Boyle R.W., and Dolphin D. Structure and biodistribution relationships of photodynamic sensitizers. Photochem. Photobiol. 64 (1996) 469-485
40. Hsieh Y.J., Wu C.C., Chang C.J., and Yu J.S. Subcellular localization of Photofrin determines the death phenotype of human epidermoid carcinoma A431 cells triggered by photodynamic therapy: when plasma membranes are the main targets. J. Cell. Physiol. 194 (2003) 363-375
41. Spasojevic I., Yumin C., Noel T., Yu I., Pole M.P., Zhang L., Zhao Y., St. Clair D.K., and Batinic-Haberle I. Mn porphyrin-based SOD mimic, MnTE-2-PyP5+ targets mouse heart mitochondria. Free Radical Biol. Med. 42 (2007) 1193-1200