H2O2-driven reduction of the Fe3+-quin2 chelate and the subsequent formation of oxidizing species

Free Radical Biology and Medicine

Volumn 23, Issue 5, 1997, Pages 744-753

  Sandström, Björn E ^a   Svoboda, Peter ^b   Granström, Micael ^a   Harms Ringdahl, Mats ^b,c   Candelas, Luis P ^d  

^a SWEDISH DEFENCE RESEARCH AGENCY   (Sweden)

^b STOCKHOLM UNIVERSITY   (Sweden)

^c Swedish Radiation Protection Authority   (Sweden)

^d MOUNT VERNON HOSPITAL   (United Kingdom)

Author keywords

EDTA; Fenton reaction; Free radicals; Hydrogen peroxide; Iron; Quin2

Indexed keywords

DEOXYGUANOSINE DERIVATIVE; FERROZINE; FREE RADICAL; IRON; SUPEROXIDE DISMUTASE; 8 OXO 7 HYDRODEOXYGUANOSINE; 8-OXO-7-HYDRODEOXYGUANOSINE; ALCOHOL; AMINOQUINOLINE DERIVATIVE; BENZOIC ACID; BENZOIC ACID DERIVATIVE; CHELATING AGENT; DEOXYGUANOSINE; DIMETHYL SULFOXIDE; DRUG DERIVATIVE; EDETIC ACID; FERRIC ION; HYDROGEN PEROXIDE; IRON CHELATING AGENT; QUIN2; REACTIVE OXYGEN METABOLITE;

ARTICLE; DNA STRAND BREAKAGE; ELECTRON SPIN RESONANCE; IRON CHELATION; KINETICS; OXIDATION; OXIDATIVE STRESS; PRIORITY JOURNAL; ANIMAL; CATTLE; CHEMISTRY; DNA DAMAGE; HYDROXYLATION; OXIDATION REDUCTION REACTION;

AMINOQUINOLINES; ANIMALS; BENZOATES; BENZOIC ACID; CATTLE; CHELATING AGENTS; DEOXYGUANOSINE; DIMETHYL SULFOXIDE; DNA DAMAGE; EDETIC ACID; ELECTRON SPIN RESONANCE SPECTROSCOPY; ETHANOL; FERRIC COMPOUNDS; FERROZINE; FREE RADICALS; HYDROGEN PEROXIDE; HYDROXYLATION; IRON CHELATING AGENTS; OXIDATION-REDUCTION; REACTIVE OXYGEN SPECIES;

EID: 0030633738     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(97)00058-0     Document Type: Article

References (28)

1. Tsien R. Y. Intracellular signal transduction in four dimensions: From molecular design to physiology. Am. J. Physiol. 263:1992;C723-C728.
2. Hesketh T. R., Smith G. A., Moore J. P., Taylor M. V., Metcalfe J. C. Free cytoplasmic calcium concentration and the mitogenic stimulation of lymphocytes. J. Biol. Chem. 258:1983;4876-4882.
3. Arslan P., Di Virgilio F., Beltrame M., Tsien R.Y., Pozzan T. Cytosolic calcium homeostasis in Ehrlich and Yoshida carcinomas. A new, membrane-permeant chelator of heavy metals reveals that these ascites tumor cell lines have normal cytosolic free calcium. J. Biol. Chem. 260:1985;2719-2727.
4. Sandström B. E., Granström M., Marklund S. L. New roles for quin2: Powerful transition-metal ion chelator that inhibits copper-, but potentiates iron-driven, Fenton-type reactions. Free Radic. Biol. Med. 16:1994;177-185.
5. Faux S. P., Michelangeli F., Levy L. S. Calcium chelator Quin-2 prevents crocidolite-induced DNA strand breakage in human white blood cells. Mutat. Res. 311:1994;209-215.
6. Babbs C. F., Gale M. J. Colorimetric assay for methane sulfinic acid in biological samples. Anal. Biochem. 163:1987;67-73.
7. Halliwell B., Gutteridge J. M. C. Formation of a thiobarbituric-acid-reactive substance from deoxyribose in the presence of iron salts. The role of superoxide and hydroxyl radicals. FEBS Lett. 128:1981;347-352.
8. Buxton G. V., Stuart C. R. Reevaluation of the thiocyanate dosimeter for pulse radiolysis. J. Chem. Soc. 91:((Faraday Trans.)):1995;279-281.
9. Kasai H., Crain P. F., Kuchino Y., Nishimura S., Ootsuyama A., Tanooka H. Formation of 8-hydroxyguanine moiety in cellular DNA by agents producing oxygen radicals and evidence for its repair. Carcinogenesis. 7:1986;1849-1851.
10. Floyd R. A., Watson J. J., Wong P. K., Altmiller D. H., Rickard R. C. Hydroxyl free radical adduct of deoxyguanosine: Sensitive detection and mechanisms of formation. Free Radic. Res. Commun. 1:1986;163-172.
11. Duling D. R. Simulation of multiple isotropic spin-trap EPR spectra. J. Magn. Reson. B104:1994;105-110.
12. Stookey L. L. Ferrozine - A new spectrophotometric reagent for iron. Anal. Chem. 42:1970;779-781.
13. Gutteridge J. M. C. Ferrous-salt-promoted damage to deoxyribose and benzoate. The increased effectiveness of hydroxyl-radical scavengers in the presence of EDTA. Biochem. J. 243:1987;709-714.
14. Li A. S. W., Cummings K. B., Roethling H. P., Buettner G. R., Chignell C. F. A spin-trapping database implemented on the IBM PC/AT. J. Magn. Resonance. 79:1988;140-142.
15. Gunther M. R., Hanna P. M., Mason R. P., Cohen M. S. Hydroxyl radical formation from cuprous ion and hydrogen peroxide: A spin-trapping study. Arch. Biochem. Biophys. 316:1995;515-522.
16. Cantoni O., Sestili P., Cattabeni F., Bellomo G., Pou S., Cohen M., Cerutti P. Calcium chelator Quin 2 prevents hydrogen-peroxide-induced DNA breakage and cytotoxicity. Eur. J. Biochem. 182:1989;209-212.
17. Burkitt M. J., Milne L., Tsang S. Y., Tam S. C. Calcium indicator dye Quin2 inhibits hydrogen peroxide-induced DNA strand break formation via chelation of iron. Arch. Biochem. Biophys. 311:1994;321-328.
18. 2-concentration-dependent inhibition of damage and additive protective effect with the hydroxyl-radical scavenger dimethyl sulphoxide. Biochem. J. 305:1995;181-185.
19. Sandström B. E., Granström M., Vezin H., Bienvenu P., Marklund S. L. A comparison of four assays detecting oxidizing species. Correlated reactivity of Fe(III)-quin2, but not Fe(III)-EDTA, with hydrogen peroxide. Biol. Trace Elem. Res. 47:1995;29-36.
20. Winterbourn C. C. Factors that influence the deoxyribose oxidation assay for Fenton reaction products. Free Rad. Biol. Med. 11:1991;353-360.
21. Luo Y., Han Z., Chin S. M., Linn S. Three chemically distinct types of oxidants formed by iron-mediated Fenton reactions in the presence of DNA. Proc. Natl. Acad. Sci. USA. 91:1994;12438-12442.
22. Goldstein S., Meyerstein D., Czapski G. The Fenton reagents. Free Rad. Biol. Med. 15:1993;435-445.
23. McCord J. M., Day E. D. Jr. Superoxide-dependent production of hydroxyl radical catalyzed by iron-EDTA complex. FEBS Lett. 86:1978;139-142.
24. Gutteridge J. M. C. Superoxide-dependent formation of hydroxyl radicals from ferric-complexes and hydrogen peroxide: An evaluation of fourteen iron chelators. Free Rad. Res. Commun. 9:1990;119-125.
25. Koppenol W. H., Butler J. Energetics of interconversion reactions of oxyradicals. Adv. Free Rad. Biol. Med. 1:1985;91-131.
26. Carpenter-Deyo L., Duimstra J. R., Hedstrom O., Reed D. J. I. Toxicity to isolated hepatocytes caused by the intracellular calcium indicator, quin2. J. Pharmacol. Exp. Ther. 258:1991;739-746.
27. Carpenter-Deyo L., Reed D. J. II. Involvement of calcium and iron in quin2 toxicity to isolated hepatocytes. J. Pharmacol. Exp. Ther. 258:1991;747-752.
28. Beckman J. S. Peroxynitrite vs. hydroxyl radical: The role of nitric oxide in superoxide-dependent cerebral injury. Ann. N.Y. Acad. Sci. 738:1994;69-75.