Water-soluble 2-amino-1,8-naphthyridine as a novel DNA binding photosensitizer for one-electron oxidation of DNA

被引:4
作者
Nakatani, K [1 ]
Sando, S [1 ]
Yoshida, K [1 ]
Saito, I [1 ]
机构
[1] Kyoto Univ, Fac Engn, Dept Synth Chem & Biol Chem, CREST, Kyoto 6068501, Japan
关键词
D O I
10.1016/S0040-4039(99)01189-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
DNA binding and photoinduced DNA cleaving properties of water-soluble naphthyridine derivative 1 were investigated. The photoinduced cleavage of DNA was studied by both PAGE and product analysis, indicating that the DNA cleavage proceeds via one-electron oxidation pathway. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6029 / 6032
页数:4
相关论文
共 19 条
[1]   Probing the specificity of aminoglycoside ribosomal RNA interactions with designed synthetic analogs [J].
Alper, PB ;
Hendrix, M ;
Sears, P ;
Wong, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (09) :1965-1978
[3]   Oxidative nucleobase modifications leading to strand scission [J].
Burrows, CJ ;
Muller, JG .
CHEMICAL REVIEWS, 1998, 98 (03) :1109-1151
[4]   2,2-DIAMINO-4-[(3,5-DI-O-ACETYL-2-DEOXY-BETA-D-ERYTHROPENTOFURANOSYL) AMINO]-5-(2H)-OXAZOLONE - A NOVEL AND PREDOMINANT RADICAL OXIDATION-PRODUCT OF 3',5'-DI-O-ACETYL-2'-DEOXYGUANOSINE [J].
CADET, J ;
BERGER, M ;
BUCHKO, GW ;
JOSHI, PC ;
RAOUL, S ;
RAVANAT, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) :7403-7404
[5]   Guanine radical cations are precursors of 7,8-dihydro-8-oxo-2'-deoxyguanosine but are not precursors of immediate strand breaks in DNA [J].
Cullis, PM ;
Malone, ME ;
MersonDavies, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (12) :2775-2781
[6]   Regulation of gene expression by small molecules [J].
Gottesfeld, JM ;
Neely, L ;
Trauger, JW ;
Baird, EE ;
Dervan, PB .
NATURE, 1997, 387 (6629) :202-205
[7]   Direct observation of aminoglycoside-RNA interactions by surface plasmon resonance [J].
Hendrix, M ;
Priestley, ES ;
Joyce, GF ;
Wong, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (16) :3641-3648
[8]  
HURLEY LH, 1993, MOL ASPECTS ANTICANC, V1, P89
[9]   Product analysis of GG-specific photooxidation of DNA via electron transfer: 2-aminoimidazolone as a major guanine oxidation product [J].
Kino, K ;
Saito, I ;
Sugiyama, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (29) :7373-7374
[10]   THEORETICAL ASPECTS OF DNA-PROTEIN INTERACTIONS - COOPERATIVE AND NON-COOPERATIVE BINDING OF LARGE LIGANDS TO A ONE-DIMENSIONAL HOMOGENEOUS LATTICE [J].
MCGHEE, JD ;
HIPPEL, PHV .
JOURNAL OF MOLECULAR BIOLOGY, 1974, 86 (02) :469-489