Nucleic Acids Research, 1992, Vol. 20, No. 22 6023-6032
© 1992
MOLECULAR BIOLOGY |
Genetic effects of oxidative DNA damage: comparative mutagenesis of 7,8-dihydro-8-oxoguanine and 7,8-dihydro-8-oxoadenine in Escherichia coli
Department of Chemistry and Whitaker College of Health Sciences and Technology, Massachusetts Institute of Technology Cambridge, MA 02139, USA
* To whom correspondence should be addressed
Received July 17, 1992. Revised October 26, 1992. Accepted October 26, 1992.
A single 7,8-dihydro-8-oxoguanine (G8-oxo; 8-hydroxy-guanine) adduct in the lacZ
gene of bacteriophage M13 DNA induces a targeted G—T transversion after replication in Escherichia coli (Biochemistry, 29, 7024–7031 (1990)). This mutation is thought to be due to the facile formation during DNA synthesis of a Q8-oxo.base pair, where G8-OXO is in the syn conformation about the deoxyglycosyl bond. A related modified purine, 7,8-dihydro-8-oxoadenine (Asup8-oxo; 8-hydroxy-adenine), is an abundant product found in irradiated and oxidized DNAs. Similar to G8-oxo as a mono-nucleoside A 8-0xO assumes the syn conformation. This work has assessed the relative mutagenicities of A8-oxo and G8-OXO ;n the same experimental system. A deoxypentanucleotide containing A8OXO [d(GCT-A8-0X0G)] was synthesized. After 5'-phosphorylation with [
-32P] ATP, the oligomer was ligated into a duplex M13mp19-derived genome at a unique Nhel restriction site. Genomes containing either A8-OxO (at position 6275, [+] strand) or G8-oxo(position 6276) were denatured with heat and introduced into E.coli DL7 cells. Analysis of phage DNA from mutant plaques obtained by plating immediately after transformation (infective centers assay) revealed that G8-oxo induced G—T transversions at an apparent frequency of {small tilde}0.3. The frequency and spectrum of mutations observed in DNA sequences derived from 172 mutant plaques arising from the A-8oxo-modified DNA were almost indistinguishable from those generated from transfection of an adenine-containing control genome. We conclude that A8-oxo is at least an order of magnitude less mutagenic than G8-0x0 in E.coli cells with normal DNA repair capabilities.
CiteULike 
Connotea 
Del.icio.us What's this?
This article has been cited by other articles:
|
|
 |
|
  A. Ohkubo, R. Kasuya, K. Sakamoto, K. Miyata, H. Taguchi, H. Nagasawa, T. Tsukahara, T. Watanobe, Y. Maki, K. Seio, et al. 'Protected DNA Probes' capable of strong hybridization without removal of base protecting groups Nucleic Acids Res., April 1, 2008; 36(6): 1952 - 1964. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
P. Macpherson, F. Barone, G. Maga, F. Mazzei, P. Karran, and M. Bignami 8-Oxoguanine incorporation into DNA repeats in vitro and mismatch recognition by MutS{alpha} Nucleic Acids Res., September 20, 2005; 33(16): 5094 - 5105. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
C. J. Wiederholt, J. N. Patro, Y. L. Jiang, K. Haraguchi, and M. M. Greenberg Excision of formamidopyrimidine lesions by endonucleases III and VIII is not a major DNA repair pathway in Escherichia coli Nucleic Acids Res., June 8, 2005; 33(10): 3331 - 3338. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 D. M. O'Sullivan, T. D. McHugh, and S. H. Gillespie Analysis of rpoB and pncA mutations in the published literature: an insight into the role of oxidative stress in Mycobacterium tuberculosis evolution? J. Antimicrob. Chemother., May 1, 2005; 55(5): 674 - 679. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
N. Oka and M. M. Greenberg The effect of the 2-amino group of 7,8-dihydro-8-oxo-2'-deoxyguanosine on translesion synthesis and duplex stability Nucleic Acids Res., March 18, 2005; 33(5): 1637 - 1643. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 P. Daroui, S. D. Desai, T.-K. Li, A. A. Liu, and L. F. Liu Hydrogen Peroxide Induces Topoisomerase I-mediated DNA Damage and Cell Death J. Biol. Chem., April 9, 2004; 279(15): 14587 - 14594. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 M. T. Russo, M. F. Blasi, F. Chiera, P. Fortini, P. Degan, P. Macpherson, M. Furuichi, Y. Nakabeppu, P. Karran, G. Aquilina, et al. The Oxidized Deoxynucleoside Triphosphate Pool Is a Significant Contributor to Genetic Instability in Mismatch Repair-Deficient Cells Mol. Cell. Biol., January 1, 2004; 24(1): 465 - 474. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 J. TUO, P. JARUGA, H. RODRIGUEZ, V. A. BOHR, and M. DIZDAROGLU Primary fibroblasts of Cockayne syndrome patients are defective in cellular repair of 8-hydroxyguanine and 8-hydroxyadenine resulting from oxidative stress FASEB J, April 1, 2003; 17(6): 668 - 674. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
H. Kamiya Mutagenic potentials of damaged nucleic acids produced by reactive oxygen/nitrogen species: approaches using synthetic oligonucleotides and nucleotides: SURVEY AND SUMMARY Nucleic Acids Res., January 15, 2003; 31(2): 517 - 531. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. Tuo, P. Jaruga, H. Rodriguez, M. Dizdaroglu, and V. A. Bohr The Cockayne Syndrome Group B Gene Product Is Involved in Cellular Repair of 8-Hydroxyadenine in DNA J. Biol. Chem., August 16, 2002; 277(34): 30832 - 30837. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
K. Asagoshi, H. Terato, Y. Ohyama, and H. Ide Effects of a Guanine-derived Formamidopyrimidine Lesion on DNA Replication. TRANSLESION DNA SYNTHESIS, NUCLEOTIDE INSERTION, AND EXTENSION KINETICS J. Biol. Chem., April 19, 2002; 277(17): 14589 - 14597. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 L. Le Marchand, T. Donlon, A. Lum-Jones, A. Seifried, and L. R. Wilkens Association of the hOGG1 Ser326Cys Polymorphism with Lung Cancer Risk Cancer Epidemiol. Biomarkers Prev., April 1, 2002; 11(4): 409 - 412. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
Y. Matsumoto, Q.-M. Zhang, M. Takao, A. Yasui, and S. Yonei Escherichia coli Nth and human hNTH1 DNA glycosylases are involved in removal of 8-oxoguanine from 8-oxoguanine/guanine mispairs in DNA Nucleic Acids Res., May 1, 2001; 29(9): 1975 - 1981. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
N. H. Chmiel, M.-P. Golinelli, A. W. Francis, and S. S. David Efficient recognition of substrates and substrate analogs by the adenine glycosylase MutY requires the C-terminal domain Nucleic Acids Res., January 15, 2001; 29(2): 553 - 564. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. Sabourin and N. Osheroff Sensitivity of human type II topoisomerases to DNA damage: stimulation of enzyme-mediated DNA cleavage by abasic, oxidized and alkylated lesions Nucleic Acids Res., May 1, 2000; 28(9): 1947 - 1954. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 L.J. Hardie, J.A. Briggs, L.A. Davidson, J.M. Allan, R.F.G.J. King, G.I. Williams, and C.P. Wild The effect of hOGG1 and glutathione peroxidase I genotypes and 3p chromosomal loss on 8-hydroxydeoxyguanosine levels in lung cancer Carcinogenesis, February 1, 2000; 21(2): 167 - 172. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
X. Tan, A. P. Grollman, and S. Shibutani Comparison of the mutagenic properties of 8-oxo-7,8-dihydro-2'-deoxyadenosine and 8-oxo-7,8-dihydro-2'-deoxyguanosine DNA lesions in mammalian cells Carcinogenesis, December 1, 1999; 20(12): 2287 - 2292. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
T. Umemura, S. Kai, R. Hasegawa, K. Sai, Y. Kurokawa, and G. M. Williams Pentachlorophenol (PCP) produces liver oxidative stress and promotes but does not initiate hepatocarcinogenesis in B6C3F1 mice Carcinogenesis, June 1, 1999; 20(6): 1115 - 1120. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
A. CARR and B. FREI Does vitamin C act as a pro-oxidant under physiological conditions? FASEB J, June 1, 1999; 13(9): 1007 - 1024. [Abstract] [Full Text]
|
|
|
|
 |
|
 S. M. Rink, J.-C. Shen, and L. A. Loeb Creation of RNA molecules that recognize the oxidative lesion 7,8-dihydro-8-hydroxy-2'-deoxyguanosine (8-oxodG) in DNA PNAS, September 29, 1998; 95(20): 11619 - 11624. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. Saparbaev and J. Laval 3,N4-ethenocytosine, a highly mutagenic adduct, is a primary substrate for Escherichia coli double-stranded uracil-DNA glycosylase and human mismatch-specific thymine-DNA glycosylase PNAS, July 21, 1998; 95(15): 8508 - 8513. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
Z. Hatahet, M. Zhou, L. J. Reha-Krantz, S. W. Morrical, and S. S. Wallace In search of a mutational hotspot PNAS, July 21, 1998; 95(15): 8556 - 8561. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 B. A. Kunz, K. Ramachandran, and E. J. Vonarx DNA Sequence Analysis of Spontaneous Mutagenesis in Saccharomyces cerevisiae Genetics, April 1, 1998; 148(4): 1491 - 1505. [Abstract] [Full Text] [PDF]
|
|