Mutation

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Table 1 Known oxidative DNA modifications and their consequences for mutations
DNA modification
5-formyluracil
5-hydroxyuracil
5,6-dihydrouracil
5,6-dihydroxyuracil
5-hydroxy-6-hydrouracil
5-hydroxymethyluracil
uracil glycol
5-hydroxymethylcytosine
5-hydroxycytosine
5,6-dihydroxycytosine
5-hydroxy-6-hydrocytosine
5-formylcytosine
cytosine glycol
8-hydroxyguanine
8-hydroxyadenine
2-hydroxyadenine
5-hydroxy-6-hydrothymine
thymine glycol
5,6-dihydrothymine
5-hydroxy-5methylhydantoin
trans-1-carbamoyl-2-oxo4,5-dihydroxyimidazolidine
5-hydroxyhydantoin
alloxan
4,6-diamino-5-formamidopyrimidine (FapyA)
2,6-diamino-4-hydroxy-5formamidopyrimidine
(FapyG)
Mutation (base
change)
CT
GT
TC
TA
TG
CT
GA
Species/cell line
Reference
E. coli
E. coli
E. coli
E. coli
E. coli
E. coli
in vitro
transcription
1, 2
1, 2
1-4
1-4
2, 5
2, 6-8
2, 9
2, 7
2
CT
CT
CT
CT
E. coli
E. coli
Bacteriophage T4
E. coli
2, 7, 10, 11
2, 6, 8
11, 12
2, 6-8
2
2
CT
CA
hypothetical
hypothetical
8, 13
8, 13
2
GT
GC
GA
AC
AG
AC
AG
AT
AC
NIH3T, COS-7
NIH3T, COS-7
NIH3T, COS-7
E. coli
COS-7
COS-7
E. coli; COS-7
E. coli; COS-7
E. coli
2, 4, 7, 8, 14, 15
E. coli
2, 8, 18
2, 4, 14, 15
14, 15
8, 16
2, 14, 17
14, 17
2, 8, 15
8, 15
8, 15
2
TC
2
2, 7
2
2, 7
2
2, 7, 19
2, 7, 20
oxazolone
GT
hypothetical
2, 8, 21
Reference List
1.
Anensen,H. et al. Mutations induced by 5-formyl-2'-deoxyuridine in
Escherichia coli include base substitutions that can arise from mispairs of 5formyluracil with guanine, cytosine and thymine. Mutat. Res. 476, 99-107
(2001).
2.
Cooke,M.S., Evans,M.D., Dizdaroglu,M., & Lunec,J. Oxidative DNA
damage: mechanisms, mutation, and disease. Faseb Journal 17, 1195-1214
(2003).
3.
Miyabe,I., Zhang,Q.M., Sugiyama,H., Kino,K., & Yonei,S. Mutagenic
effects of 5-formyluracil on a plasmid vector during replication in Escherichia
coli. Int. J Radiat. Biol. 77, 53-58 (2001).
4.
Zhang,Q.M. Role of the Escherichia coli and human DNA glycosylases
that remove 5-formyluracil from DNA in the prevention of mutations. J Radiat.
Res. (Tokyo). 42, 11-19 (2001).
5.
Zhang,Q.M. et al. Replication of DNA templates containing 5formyluracil, a major oxidative lesion of thymine in DNA. Nucleic Acids Res.
25, 3969-3973 (1997).
6.
Kreutzer,D.A. & Essigmann,J.M. Oxidized, deaminated cytosines are a
source of C --> T transitions in vivo. Proc. Natl. Acad. Sci. U. S. A 95, 35783582 (1998).
7.
Kasprzak,K.S. et al. Oxidative DNA base damage and its repair in kidneys
and livers of nickel(II)-treated male F344 rats. Carcinogenesis. 18, 271-277
(1997).
8.
Evans,M.D., Dizdaroglu,M., & Cooke,M.S. Oxidative DNA damage and
disease: induction, repair and significance. Mutat. Res. 567, 1-61 (2004).
9.
Liu,J., Zhou,W., & Doetsch,P.W. RNA polymerase bypass at sites of
dihydrouracil: implications for transcriptional mutagenesis. Mol. Cell Biol. 15,
6729-6735 (1995).
10.
Cannon-Carlson,S.V., Gokhale,H., & Teebor,G.W. Purification and
characterization of 5-hydroxymethyluracil-DNA glycosylase from calf thymus.
Its possible role in the maintenance of methylated cytosine residues. J Biol.
Chem. 264, 13306-13312 (1989).
11.
Hori,M. et al. Identification of high excision capacity for 5hydroxymethyluracil mispaired with guanine in DNA of Escherichia coli
MutM, Nei and Nth DNA glycosylases. Nucleic Acids Res. 31, 1191-1196
(2003).
12.
Baltz,R.H., Bingham,P.M., & Drake,J.W. Heat mutagenesis in
bacteriophage T4: the transition pathway. Proc. Natl. Acad. Sci. U. S. A 73,
1269-1273 (1976).
13.
Karino,N., Ueno,Y., & Matsuda,A. Synthesis and properties of
oligonucleotides containing 5-formyl-2'-deoxycytidine: in vitro DNA
polymerase reactions on DNA templates containing 5-formyl-2'-deoxycytidine.
Nucleic Acids Res. 29, 2456-2463 (2001).
14.
Tan,X., Grollman,A.P., & Shibutani,S. 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. 20, 22872292 (1999).
15.
Kamiya,H. Mutagenicities of 8-hydroxyguanine and 2-hydroxyadenine
produced by reactive oxygen species. Biol. Pharm. Bull. 27, 475-479 (2004).
16.
Cheng,K.C., Cahill,D.S., Kasai,H., Nishimura,S., & Loeb,L.A. 8Hydroxyguanine, an abundant form of oxidative DNA damage, causes G----T
and A----C substitutions. J Biol. Chem. 267, 166-172 (1992).
17.
Tuo,J., Jaruga,P., Rodriguez,H., Bohr,V.A., & Dizdaroglu,M. Primary
fibroblasts of Cockayne syndrome patients are defective in cellular repair of 8hydroxyguanine and 8-hydroxyadenine resulting from oxidative stress. FASEB
J. 17, 668-674 (2003).
18.
Basu,A.K., Loechler,E.L., Leadon,S.A., & Essigmann,J.M. Genetic effects
of thymine glycol: site-specific mutagenesis and molecular modeling studies.
Proc. Natl. Acad. Sci. U. S A. 86, 7677-7681 (1989).
19.
Delaney,M.O., Wiederholt,C.J., & Greenberg,M.M. Fapy.dA induces
nucleotide misincorporation translesionally by a DNA polymerase. Angew.
Chem. Int. Ed Engl. 41, 771-773 (2002).
20.
Wiederholt,C.J. & Greenberg,M.M. Fapy.dG instructs Klenow exo(-) to
misincorporate deoxyadenosine. J Am. Chem. Soc. 124, 7278-7279 (2002).
21.
Duarte,V., Gasparutto,D., Jaquinod,M., & Cadet,J. In vitro DNA synthesis
opposite oxazolone and repair of this DNA damage using modified
oligonucleotides. Nucleic Acids Res. 28, 1555-1563 (2000).
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