An Overview of Chemical Processes That Damage Cellular DNA: Spontaneous Hydrolysis, Alkylation, and Reactions with Radicals

被引:370
作者
Gates, Kent S. [1 ,2 ]
机构
[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA
[2] Univ Missouri, Dept Biochem, Columbia, MO 65211 USA
关键词
INTERSTRAND CROSS-LINKS; CENTER-DOT-DA; APURINIC APYRIMIDINIC SITES; ONE-ELECTRON OXIDATION; ABASIC SITES; CYTOSINE DEAMINATION; TANDEM LESIONS; 2-DEOXYRIBONOLACTONE LESION; DEOXYRIBONUCLEIC-ACID; DIMROTH-REARRANGEMENT;
D O I
10.1021/tx900242k
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The sequence of heterocyclic bases on the interior of the DNA double helix constitutes the genetic code that drives the operation of all living organisms. With this said, it is not surprising that chemical modification of cellular DNA can have profound biological consequences. Therefore, the organic chemistry of DNA damage is fundamentally important to diverse fields including medicinal chemistry, toxicology, and biotechnology. This review is designed to provide a brief overview of the common types of chemical reactions that lead to DNA damage under physiological conditions.
引用
收藏
页码:1747 / 1760
页数:14
相关论文
共 208 条
  • [1] DNA replication and recombination
    Alberts, B
    [J]. NATURE, 2003, 421 (6921) : 431 - 435
  • [2] Alberts B., 2007, Molecular Biology of the Cell. (4th edition), Vfifth
  • [3] Thiol-mediated DNA alkylation by the novel antitumor antibiotic leinamycin
    Asai, A
    Hara, M
    Kakita, S
    Kanda, Y
    Yoshida, M
    Saito, H
    Saitoh, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (28) : 6802 - 6803
  • [4] Mutagenic specificity of endogenously generated abasic sites in Saccharomyces cerevisiae chromosomal DNA
    Auerbach, P
    Bennett, RAO
    Bailey, EA
    Krokan, HE
    Demple, B
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2005, 102 (49) : 17711 - 17716
  • [5] POSSIBLE ROLES OF BETA-ELIMINATION AND DELTA-ELIMINATION REACTIONS IN THE REPAIR OF DNA CONTAINING AP (APURINIC APYRIMIDINIC) SITES IN MAMMALIAN-CELLS
    BAILLY, V
    VERLY, WG
    [J]. BIOCHEMICAL JOURNAL, 1988, 253 (02) : 553 - 559
  • [6] BAILLY V, 1989, BIOCHEM J, P261
  • [7] DNA strand breaking by the hydroxyl radical is governed by the accessible surface areas of the hydrogen atoms of the DNA backbone
    Balasubramanian, B
    Pogozelski, WK
    Tullius, TD
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (17) : 9738 - 9743
  • [8] Investigation of hydrolytic deamination of 1-(-hydroxy-1-phenylethyl)adenosine
    Barlow, T
    Ding, JM
    Vouros, P
    Dipple, A
    [J]. CHEMICAL RESEARCH IN TOXICOLOGY, 1997, 10 (11) : 1247 - 1249
  • [9] Formation of deaminated products in styrene oxide reactions with deoxycytidine
    Barlow, T
    Dipple, A
    [J]. CHEMICAL RESEARCH IN TOXICOLOGY, 1999, 12 (10) : 883 - 886
  • [10] Deamination and Dimroth rearrangement of deoxyadenosine-styrene oxide adducts in DNA
    Barlow, T
    Takeshita, J
    Dipple, A
    [J]. CHEMICAL RESEARCH IN TOXICOLOGY, 1998, 11 (07) : 838 - 845