Electrochemical behaviour of 2,8-dihydroxyadenine at a glassy carbon electrode

被引:34
作者
Diculescu, Victor C. [1 ]
Piedade, Jose Antonio P. [1 ]
Oliveira-Brett, Ana Maria [1 ]
机构
[1] Univ Coimbra, Fac Ciencias & Tecnol, Dept Quim, P-3004535 Coimbra, Portugal
关键词
adenine; 2.8-dihydroxyadenine; oxidation; reduction; DNA; oxidative damage; voltammetry;
D O I
10.1016/j.bioelechem.2006.03.015
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The electrochemical behaviour of 2,8-dihydroxyadenine (2,8-DHA)- the main adenine oxidation product-has been investigated over a wide pH range at a glassy carbon electrode (GCE) using cyclic, differential pulse and square wave voltammetry. The oxidation of 2,8-DHA is a quasi-reversible process, pH dependent and occurs with the formation of a main oxidation product, P-2,P-8-DHA, that strongly adsorbs on the electrode surface. The reduction of 2,8-DHA also occurs and is a reversible process in the absence of molecular oxygen. In electrolytes with pH between 4 and 9 two consecutive reversible charge transfer reactions were identified. However, it was observed that 0, interfered with the reductive electron transfer process of 2,8-DHA and that, in the presence of oxygen, the reduction of 2,8-DHA occurs at less negative potentials than in the absence of oxygen. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:141 / 146
页数:6
相关论文
共 21 条
[1]  
Brett AMO, 2000, ELECTROANAL, V12, P969, DOI 10.1002/1521-4109(200008)12:12<969::AID-ELAN969>3.0.CO
[2]  
2-O
[3]   2,8-dihydroxyadenine urolithiasis in a patient with considerable residual adenine phosphoribosyltransferase activity in cell extracts but with mutations in both copies of APRT [J].
Deng, L ;
Yang, M ;
Fründ, S ;
Wessel, T ;
De Abreu, RA ;
Tischfield, JA ;
Sahota, A .
MOLECULAR GENETICS AND METABOLISM, 2001, 72 (03) :260-264
[4]   Mercury electrodes in nucleic acid electrochemistry: Sensitive analytical tools and probes of DNA structure. A review [J].
Fojta, M .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2004, 69 (04) :715-747
[5]   Electrochemical oxidation of bentazon at a glassy carbon electrode - Application to the determination of a commercial herbicide [J].
Garrido, EM ;
Lima, JLC ;
Delerue-Matos, CM ;
Brett, AMO .
TALANTA, 1998, 46 (05) :1131-1135
[6]  
GOYAL RN, 1993, INDIAN J CHEM A, V32, P852
[7]   Electrochemical oxidation of adenosine monophosphate at a pyrolytic graphite electrode [J].
Goyal, RN ;
Sangal, A .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2003, 557 :147-155
[8]   Electrochemical investigations of adenosine at solid electrodes [J].
Goyal, RN ;
Sangal, A .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2002, 521 (1-2) :72-80
[9]   OXIDATION CHEMISTRY OF ADENINE AND HYDROXYADENINES AT PYROLYTIC-GRAPHITE ELECTRODES [J].
GOYAL, RN ;
KUMAR, A ;
MITTAL, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (09) :1369-1375
[10]  
Halliwell B, 1996, ANNU REV NUTR, V16, P33, DOI 10.1146/annurev.nu.16.070196.000341