ArticleNucleic acids research2009
Kinetics of deamination and Cu(II)/H2O2/Ascorbate-induced formation of 5-methylcytosine glycol at CpG sites in duplex DNA.
Article in Nucleic acids research, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed, 25 citations in OpenAlex.
- On-oligonucleotide olefin metathesis in water.Nature communications · 2026Article
- Motif-Centered Analyses Reveal Universal and Tissue-Specific Mutagenic Mechanisms Operating in the Human Body.bioRxiv : the preprint server for biology · 2026Article
- Paternal age, de novo mutations, and offspring health? New directions for an ageing problem.Human reproduction (Oxford, England) · 2024Review
- DNA-Protein Cross-Linking Sequencing for Genome-Wide Mapping of Thymidine Glycol.Journal of the American Chemical Society · 2022Article
- Excision of the doubly methylated basePhilosophical transactions of the Royal Society of London. Series B, Biological sciences · 2018Article
- Occurrence, Biological Consequences, and Human Health Relevance of Oxidative Stress-Induced DNA Damage.Chemical research in toxicology · 2016Review
- Synergistic modulation of cyclobutane pyrimidine dimer photoproduct formation and deamination at a TmCG site over a full helical DNA turn in a nucleosome core particle.Nucleic acids research · 2014Article
- Hydroxyl-radical-induced oxidation of 5-methylcytosine in isolated and cellular DNA.Nucleic acids research · 2014Article
- Article
- DNA base damage by reactive oxygen species, oxidizing agents, and UV radiation.Cold Spring Harbor perspectives in biology · 2013Review
- Efficient formation of the tandem thymine glycol/8-oxo-7,8-dihydroguanine lesion in isolated DNA and the mutagenic and cytotoxic properties of the tandem lesions in Escherichia coli cells.Chemical research in toxicology · 2010Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Mutation in p53 tumor suppressor gene is a hallmark of human cancers. Six major mutational hotspots in p53 contain methylated CpG (mCpG) sites, and C -->T transition is the most common mutation at these sites. It was hypothesized that the formation of 5-methylcytosine glycol induced by reactive oxygen species, its spontaneous deamination to thymine glycol and the miscoding property of the latter may account, in part, for the ubiquitous C -->T mutation at CpG site. Here, we assessed the kinetics of deamination for two diastereomers of 5-methylcytosine glycol in duplex DNA. Our results revealed that the half-lives for the deamination of the (5S,6S) and (5R,6R) diastereomers of 5-methylcytosine glycol in duplex DNA at 37 degrees C were 37.4 +/- 1.6 and 27.4 +/- 1.0 h, respectively. The deamination rates were only slightly lower than those for the two diastereomers in mononucleosides. Next, we assessed the formation of 5-methyl-2'-deoxycytidine glycol in the form of its deaminated product, namely, thymidine glycol (Tg), in methyl-CpG-bearing duplex DNA treated with Cu(II)/H(2)O(2)/ascorbate. LC-MS/MS quantification results showed that the yield of Tg is similar as that of 5-(hydroxymethyl)-2'-deoxycytidine. Together, our data support that the formation and deamination of 5-methylcytosine glycol may contribute significantly to the C -->T transition mutation at mCpG dinucleotide site.
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