Boron doped diamond and glassy carbon electrodes comparative study of the oxidation behaviour of cysteine and methionine

Bioelectrochemistry

Volumn 81, Issue 1, 2011, Pages 46-52

  Enache, T A ^a   Oliveira Brett, A M ^a  

^a UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

Boron doped diamond; Cysteine; Glassy carbon; Methionine; Oxidation

Indexed keywords

AMINO ACID CYSTEINE; BORON DOPED DIAMOND; BORON DOPED DIAMOND ELECTRODES; CASCADE MECHANISM; COMPARATIVE STUDIES; CYSTEIC ACIDS; CYSTEINE; DIFFERENTIAL PULSE VOLTAMMETRY; DISULFIDE BRIDGE; GLASSY CARBON ELECTRODES; INTERMEDIATE SPECIE; METHIONINE; NUCLEOPHILIC ATTACK; ONE-STEP OXIDATION; OXIDATION BEHAVIOURS; OXIDATION REACTIONS; PH-DEPENDENT; RADICAL FORMATION; SULFHYDRYL GROUPS; THIOL GROUPS; WIDE PH RANGE;

ADSORPTION; AMINO ACIDS; BORON; COVALENT BONDS; DIAMONDS; ELECTROCHEMICAL CELLS; ELECTROCHEMICAL OXIDATION; ELECTROCHEMISTRY; ELECTRODES; GLASS MEMBRANE ELECTRODES; REACTION INTERMEDIATES; SULFUR;

GLASSY CARBON;

BORON; BORON DOPED DIAMOND; CYSTEINE; DIAMOND; METHIONINE; METHIONINE SULFONE; SULFOXIDE; UNCLASSIFIED DRUG;

ADSORPTION; ARTICLE; COMPARATIVE STUDY; CYCLIC POTENTIOMETRY; DIFFERENTIAL PULSE VOLTAMMETRY; DISULFIDE BOND; ELECTRODE; GLASSY CARBON ELECTRODE; IONIC STRENGTH; OXIDATION; PH; PROTEIN MODIFICATION; PROTON TRANSPORT;

BIOMEDICAL TECHNOLOGY; BIOSENSING TECHNIQUES; BORON; CARBON; CYSTEINE; DIAMOND; ELECTRIC CONDUCTIVITY; ELECTROCHEMISTRY; ELECTRODES; ELECTROLYTES; HYDROGEN-ION CONCENTRATION; METHIONINE; OXIDATION-REDUCTION; SURFACE PROPERTIES;

EID: 79952815742     PISSN: 15675394     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bioelechem.2011.02.001     Document Type: Article

References (27)

1. Ozben T. The role of free radical mediation of protein in aging and disease by E. R. Stadtman in Free radicals, oxidative stress, and antioxidants. Nato Ser. A Life Sci. 1998, 296:131-144.
2. Vogt W. Oxidation of methionyl residues in proteins: tools, targets, and reversal. Free Radic. Biol. Med. 1995, 18:93-105.
3. Hoshi T., Heinemann S.H. Regulation of cell function by methionine oxidation and reduction. J. Physiol. 2001, 531:1-11.
4. Berlett B.S., Stadtman E.R. Protein oxidation in aging, disease, and oxidative stress. J. Biol. Chem. 1997, 272:20313-20316.
5. Jones D.P., Go Y.-M., Anderson C.L., Ziegler T.R., Kinkade J.M., Kirlin W.G. Cysteine/cystine couple is a newly recognized node in the circuitry for biologic redox signaling and control. FASEB J. 2004, 18:1246-1248.
6. Jones D.P. Radical-free biology of oxidative stress. Am. J. Physiol. Cell Physiol. 2008, 295:C849-C868.
7. Mathews C.M., van Holde K.E. Molecular Architecture of Living Matter - Nucleic Acids in Biochemistry 1990, The Benjamin/Cummings Publishing Company, 390 Bridge Parkway, Redwood City, CA.
8. Turell L., Carballal S., Botti H., Radi R., Alvarez B. Oxidation of the albumin thiol to sulfenic acid and its implications in the intravascular compartment. Braz. J. Med. Biol. Res. 2009, 42:305-311.
9. Claiborne A.l., Miller H., Parsonage D., Ross R.P. Protein sulfenic acid stabilization and function in enzyme catalysis and gene regulation. FASEB J. 1993, 7:1483-1490.
10. Stadtman E.R., Moskovitz J., Berlett B.S., Levine R.L. Cyclic oxidation and reduction of protein methionine residues is an important antioxidant mechanism. Mol. Cell. Biochem. 2002, 234/235:3-9.
11. White P.C., Lawrence N.S., Davis J., Compton R.G. Electrochemical determination of thiols: a perspective. Electroanalysis 2002, 14:89-98.
12. Gao Z.-N., Yao H.-Q., Liu W.-Y. Study of electrocatalytic oxidation of l-cysteine at glassy carbon electrode by (FcM)TMA and its electrochemical kinetics. Electroanalysis 2005, 17:619-624.
13. Ardakani M.M., Rahimi P., Karami P.E., Zare H.R., Naemi H. Electrocatalytic oxidation of cysteine by quinizarine at glassy carbon electrode. Sens. Actuator, B 2007, 123:763-768.
14. Zhou M., Ding J., Guo L.-P., Shang Q. Electrochemical behavior of l-cysteine and its detection at ordered mesoporous carbon-modified glassy carbon electrode. Anal. Chem. 2007, 79:5328-5335.
15. McClintock C., Kertesz V., Hettich R.L. Development of an electrochemical oxidation method for probing higher order protein structure with mass spectrometry. Anal. Chem. 2008, 80:3304-3317.
16. Spataru N., Sarada B.V., Popa E., Tryk D.A., Fujishima A. Voltammetric Determination of l-Cysteine at Conductive Diamond electrodes. Anal. Chem. 2001, 73:514-519.
17. Chiku M., Ivandini T.A., Kamiya A., Fujishima A., Einaga Y. Direct electrochemical oxidation of proteins at conductive diamond electrodes. J. Electroanal. Chem. 2008, 612:201-207.
18. Ralph T.R., Hitchman M.L., Millington J.P., Walsh F.C. The electrochemistry of l-cystine and l-cysteine. II: electrosynthesis of l-cysteine at solid electrodes. J. Electroanal. Chem. 1994, 375:17-27.
19. Shaidarova L.G., Ziganshina S.A., Budnikov G.K. Electrocatalytic oxidation of cysteine and cystine at a carbon-paste electrode modified with rutherium (IV) oxide. J. Anal. Chem. 2003, 58:577-582.
20. Prasad K.S., Muthutaman G., Zen J.-M. Direct electrocatalytic oxidation of cysteine and cystine based on nafion/lead oxide-manganese oxide combined catalyst. Electroanalysis 2008, 20:1167-1174.
21. Enache T.A., Chiorcea-Paquim A.-M., Fatibello-Filho O., Oliveira-Brett A.M. Hydroxyl radicals electrochemically generated in situ on a boron-doped diamond electrode. Electrochem. Commun. 2009, 11:1342-1345.
22. Gandini D., Mahaé E., Michaud P.A., Haenni W., Peret A., Comninellis Ch. Oxidation of carboxylic acids at boron-doped diamond electrodes for wastewater treatment. J. Appl. Electrochem. 2000, 30:1345-1350.
23. Salazar-Banda G.R., Andrade L.S., Nascente P.A.P., Pizani P.S., Rocha-Filho R.C., Avaca L.A. On the changing electrochemical behaviour of boron-doped diamond surfaces with time after cathodic pre-treatments. Electrochim. Acta 2006, 51:4612-4619.
24. Abiola O.K. Adsorption of methionine on mild steel. J. Chil. Chem. Soc. 2005, 50:685-690.
25. Brett C.M.A., Oliveira-Brett A.M. Cyclic voltammetry and linear sweep techniques. Electrochemistry. Principles, Methods and Applications 1993, 174-198. Oxford University Press, UK.
26. Reynaud J.A., Malfoy B., Canesson P. Electrochemical investigations of amino acids at solid electrodes. Part I. Sulfur components: cystine, cysteine, methionine. J. Electroanal. Chem. 1980, 114:195-211.
27. Mathews C.K., van Holde K.E. Amino acids. Biochemistry 1990, 133-141. The Benjamin/Cummings Publishing Company.