Triplet state mechanism for electron transfer oxidation of DNA

被引:28
作者
Ma, JH [1 ]
Lin, WZ [1 ]
Wang, WF [1 ]
Han, ZH [1 ]
Yao, SD [1 ]
Lin, NY [1 ]
机构
[1] Chinese Acad Sci, Lab Radiat Chem, Shanghai Inst Nucl Res, Shanghai 201800, Peoples R China
基金
中国国家自然科学基金;
关键词
DNA cleavage; DNA oxidation; anthraquinone-2-sulfonate;
D O I
10.1016/S1011-1344(00)00081-6
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 interaction of anthraquinone-2-sulfonate with nucleotides and DNA in acetonitrile and acetonitrile water solvent mixture have been studied using KrF laser photolysis aimed at elucidation of the reaction mechanism. Laser spectroscopy directly demonstrates that the initial species from interaction of anthraquinone-2-sulfonate with nucleotides are radical cations of nucleotides and radical anion of anthraquinone-2-sulfonate. In addition, formation of ion pair from interaction of any of mucleotides with anthraquinone-2-sulfonate is synchronous with decay of triplet anthraquinone-2-sulfonate, which has provided dynamic evidence for initiation of electron transfer from DNA bases to tripler anthraquinone-2-sulfonate. Moreover, direct observation of stabilized DNA guanyl radical cation from interaction of anthraquinone-2-sulfonate with DNA has provided initial evidence for selective cleavage of DNA at guanine moiety. The solvent-separated ion pairs in acetonitrile have evidently dissociated into free ions, thereby enabling independent study of the behavior of guanyl radical cations and radical anion of anthraquinone-2-sulfonate. (C) 2000 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:76 / 81
页数:6
相关论文
共 32 条
[1]   Rates of DNA-mediated electron transfer between metallointercalators [J].
Arkin, MR ;
Stemp, EDA ;
Holmlin, RE ;
Barton, JK ;
Hormann, A ;
Olson, EJC ;
Barbara, PF .
SCIENCE, 1996, 273 (5274) :475-480
[2]   CATIONIC ANTHRAQUINONE DERIVATIVES AS CATALYTIC DNA PHOTONUCLEASES - MECHANISMS FOR DNA-DAMAGE AND QUINONE RECYCLING [J].
ARMITAGE, B ;
YU, CJ ;
DEVADOSS, C ;
SCHUSTER, GB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (22) :9847-9859
[3]   Anthraquinone photonucleases: Mechanisms for GG-selective and nonselective cleavage of double-stranded DNA [J].
Breslin, DT ;
Schuster, GB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (10) :2311-2319
[4]   DYNAMICS OF ELECTRON-TRANSFER BETWEEN INTERCALATED POLYCYCLIC MOLECULES - EFFECT OF INTERSPERSED BASES [J].
BRUN, AM ;
HARRIMAN, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :3656-3660
[5]   ELECTRON-TRANSFER IN DI(DEOXY)NUCLEOSIDE PHOSPHATES IN AQUEOUS-SOLUTION - RAPID MIGRATION OF OXIDATIVE DAMAGE (VIA ADENINE) TO GUANINE [J].
CANDEIAS, LP ;
STEENKEN, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2437-2440
[6]   STRUCTURE AND ACID-BASE PROPERTIES OF ONE-ELECTRON-OXIDIZED DEOXYGUANOSINE, GUANOSINE, AND 1-METHYLGUANOSINE [J].
CANDEIAS, LP ;
STEENKEN, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) :1094-1099
[7]   IONIZATION OF PURINE NUCLEOSIDES AND NUCLEOTIDES AND THEIR COMPONENTS BY 193-NM LASER PHOTOLYSIS IN AQUEOUS-SOLUTION - MODEL STUDIES FOR OXIDATIVE DAMAGE OF DNA [J].
CANDEIAS, LP ;
STEENKEN, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) :699-704
[8]   ABINITIO MOLECULAR-ORBITAL CALCULATIONS OF DNA BASES AND THEIR RADICAL IONS IN VARIOUS PROTONATION STATES - EVIDENCE FOR PROTON-TRANSFER IN GC BASE PAIR RADICAL-ANIONS [J].
COLSON, AO ;
BESLER, B ;
CLOSE, DM ;
SEVILLA, MD .
JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (02) :661-668
[9]   One-electron oxidation reactions of some purine and pyrimidine bases in aqueous solutions. Electrochemical and pulse radiolysis studies [J].
Faraggi, M ;
Broitman, F ;
Trent, JB ;
Klapper, MH .
JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (35) :14751-14761
[10]   Interaction of triplet photosensitizers with nucleotides and DNA in aqueous solution at room temperature [J].
Gut, IG ;
Wood, PD ;
Redmond, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (10) :2366-2373