Cell-based detection of electrochemical oxidative stress by a fluorescent tryptophan intermediate

Bioelectrochemistry

Volumn 84, Issue , 2012, Pages 11-17

  Ben Dov, Nadav ^a   Korenstein, Rafi ^a  

^a TEL AVIV UNIVERSITY   (Israel)

Author keywords

Cellular oxidative stress; Electrolysis; Radical oxidative species; Tryptophan fluorescence

Indexed keywords

ANTI-OXIDANTS; CELL ANALYSIS; CELL CYTOPLASM; CELL PLASMA MEMBRANES; CELL-BASED; CHARACTERISTIC EMISSION; CULTURE MEDIUM; CYTOPLASMIC PROTEINS; EXTERNAL OXIDATION; EXTRACELLULAR MEDIUM; OXIDATIVE SPECIES; OXIDIZING AGENTS; TRYPTOPHAN FLUORESCENCE;

AMINO ACIDS; CELL CULTURE; CELL MEMBRANES; CHEMICAL DETECTION; ELECTROLYSIS; ENZYME ACTIVITY; FLOW CYTOMETRY; FLUORESCENCE; OXIDANTS; OXIDATIVE STRESS;

REACTION INTERMEDIATES;

ANTIOXIDANT; CYTOPLASM PROTEIN; HYPOCHLORITE; TRYPTOPHAN DERIVATIVE;

ARTICLE; CELL MEMBRANE; CULTURE MEDIUM; CYTOPLASM; ELECTRIC CURRENT; FLOW CYTOMETRY; OXIDATIVE STRESS;

ANIMALS; CELL SURVIVAL; CERCOPITHECUS AETHIOPS; COS CELLS; CYTOPLASM; ELECTRIC CONDUCTIVITY; ELECTROCHEMISTRY; FLUORESCENT DYES; OXIDANTS; OXIDATIVE STRESS; SPECTROMETRY, FLUORESCENCE; TIME FACTORS; TRYPTOPHAN;

EID: 84155172010     PISSN: 15675394     EISSN: 1878562X     Source Type: Journal    
DOI: 10.1016/j.bioelechem.2011.09.005     Document Type: Article

References (15)

1. Caporaso N. The molecular epidemiology of oxidative damage to DNA and cancer. J. Natl. Cancer Inst. 2003, 95:1263-1265.
2. Gomes A., Fernandes E., Lima J.L. Fluorescence probes used for detection of reactive oxygen species. J. Biochem. Biophys. Methods 2005, 65:45-80.
3. Vivian J.T., Callis P.R. Mechanisms of tryptophan fluorescence shifts in proteins. Biophys. J. 2001, 80:2093-2109.
4. Davies K.J., Delsignore M.E., Lin S.W. Protein damage and degradation by oxygen radicals. II. Modification of amino acids. J. Biol. Chem. 1987, 262:9902-9907.
5. Vanhooren A., Illyes E., Majer Z., Hanssens I. Fluorescence contributions of the individual Trp residues in goat alpha-lactalbumin. Biochim. Biophys. Acta 2006, 1764:1586-1591.
6. Previero A., Coletti-Previero M.A., Jolles P. Localization of non-essential tryptophan residues for the biological activity of lysozyme. J. Mol. Biol. 1967, 24:261-268.
7. Kapiotis S., Jirovetz L., Hermann M., Laggner H., Exner M., Esterbauer H., Gmeiner B.M. Products of the reaction of HOCl with tryptophan protect LDL from atherogenic modification. Biochimie 2006, 88:785-791.
8. Connor H.D., Sturgeon B.E., Mottley C., Sipe H.J., Mason R.P. L-tryptophan radical cation electron spin resonance studies: connecting solution-derived hyperfine coupling constants with protein spectral interpretations. J. Am. Chem. Soc. 2008, 130:6381-6387.
9. Gunther M.R., Tschirret-Guth R.A., Lardinois O.M., Ortiz de Montellano P.R. Tryptophan-14 is the preferred site of DBNBS spin trapping in the self-peroxidation reaction of sperm whale metmyoglobin with a single equivalent of hydrogen peroxide. Chem. Res. Toxicol. 2003, 16:652-660.
10. Carvalho L.C., Estevao M.S., Ferreira L.M., Fernandes E., Marques M.M. A new insight on the hypochlorous acid scavenging mechanism of tryptamine and tryptophan derivatives. Bioorg. Med. Chem. Lett. 2010, 20:6475-6478.
11. Kato N., Kojima T., Yoshiyagawa S., Ohta H., Toriba A., Nishimura H., Hayakawa K. Rapid and sensitive determination of tryptophan, serotonin and psychoactive tryptamines by thin-layer chromatography/fluorescence detection. J. Chromatogr. A 2007, 1145:229-233.
12. Sun F., Zong W., Liu R., Chai J., Liu Y. Micro-environmental influences on the fluorescence of tryptophan. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2010, 76:142-145.
13. Baugher J.F., Grossweiner L.I. Photolysis Mechanism of Aqueous Tryptophan. J. Phys. Chem. 1977, 81:1349.
14. Redpath J.L., Santus R., Ovadia J., Grossweiner L.I. The oxidation of tryptophan by radical anions. Int. J. Radiat. Biol. Relat. Stud. Phys. Chem. Med. 1975, 27:201-204.
15. Stewart D.J., Napolitano M.J., Bakhmutova-Albert E.V., Margerum D.W. Kinetics and mechanisms of chlorine dioxide oxidation of tryptophan. Inorg. Chem. 2008, 47:1639-1647.