Regulation of one-electron oxidation rate of guanine and hole transfer rate in DNA through hydrogen bonding

被引：11
|
作者：
Kawai, K [1 ]
Takada, T [1 ]
Tojo, S [1 ]
Majima, T [1 ]
机构：
[1] Osaka Univ, Inst Sci & Ind Res SANKEN, Ibaraki, Osaka 5670047, Japan
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 45期
关键词：
DNA; hydrogen bonding; one-electron oxidation; hole transfer;
D O I：
10.1016/S0040-4039(02)01949-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The effects of methyl and bronto groups at C5 of C on the one-electron oxidation rate of G, and on the hole transfer rate in DNA have been investigated. The rates of one-electron oxidation of G and hole transfer from Py.+ to 8-oxo-7,8-dihydroguanine were suppressed and enhanced by introducing bromo and methyl groups, respectively, on the C at the complementary strand. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8083 / 8085
页数：3
相关论文
共 50 条
  • [1] Regulation of one-electron oxidation rate of guanine by base pairing with cytosine derivatives
    Kawai, K
    Wata, Y
    Hara, M
    Tojo, S
    Majima, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (14) : 3586 - 3590
  • [2] Proton-coupled electron/hole transfer in DNA damage induced by one-electron oxidation of guanine
    Shafirovich, Vladimir
    Geacintov, Nicholas E.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [3] RATE-LIMITING ONE-ELECTRON TRANSFER IN THE OXIDATION OF NADH BY POLYOXOMETALATES
    KEITA, B
    ESSAADI, K
    NADJO, L
    DESMADRIL, M
    CHEMICAL PHYSICS LETTERS, 1995, 237 (5-6) : 411 - 418
  • [4] OXIDATION OF NADH INVOLVING RATE-LIMITING ONE-ELECTRON TRANSFER
    CARLSON, BW
    MILLER, LL
    NETA, P
    GRODKOWSKI, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (23) : 7233 - 7239
  • [5] One-electron oxidation of DNA: thymine versus guanine reactivity
    Kanvah, Sriram
    Schuster, Gary B.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (06) : 1340 - 1343
  • [6] OXIDATION OF NADH BY FERROCENIUM SALTS - RATE-LIMITING ONE-ELECTRON TRANSFER
    CARLSON, BW
    MILLER, LL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) : 7453 - 7454
  • [7] SOLVENT EFFECTS ON RATE CONSTANTS FOR ONE-ELECTRON OXIDATION OF PORPHYRINS
    MARGUET, S
    HAPIOT, P
    NETA, P
    JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (29): : 7136 - 7141
  • [8] Photosensitization of thymine nucleobase by benzophenone through energy transfer, hydrogen abstraction and one-electron oxidation
    Delatour, T
    Douki, T
    D'Ham, C
    Cadet, J
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 1998, 44 (03) : 191 - 198
  • [9] Lifetime regulation of the charge-separated state in DNA by modulating the oxidation potential of guanine in DNA through hydrogen bonding
    Kawai, K
    Osakada, Y
    Takada, T
    Fujitsuka, M
    Majima, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (40) : 12843 - 12846
  • [10] Photosensitized one-electron oxidation of DNA
    Kawai, K
    Majima, T
    PURE AND APPLIED CHEMISTRY, 2005, 77 (06) : 963 - 975
12345