ArticleNucleic acids research1996
Methylation inhibitors can increase the rate of cytosine deamination by (cytosine-5)-DNA methyltransferase.
Article in Nucleic acids research, 1996. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 48 citations in OpenAlex.
- Article
- Whole-genome DNA methylome analysis of different developmental stages of the entomopathogenic fungusFrontiers in genetics · 2023Article
- Simultaneous Methylation-Level Assessment of Hundreds of CpG Sites by Targeted Bisulfite PCR Sequencing (TBPseq).Frontiers in genetics · 2017Article
- Single nucleotide polymorphism in sugar pathway and disease resistance genes in sugarcane.Plant cell reports · 2016Article
- Local chromatin microenvironment determines DNMT activity: from DNA methyltransferase to DNA demethylase or DNA dehydroxymethylase.Epigenetics · 2015Review
- A convergent synthesis of carbocyclic sinefungin and its C5 epimer.European journal of organic chemistry · 2014Article
- Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth.BioMed research international · 2014Article
- Article
- Active DNA demethylation: many roads lead to Rome.Nature reviews. Molecular cell biology · 2010Review
- An overview of chemical processes that damage cellular DNA: spontaneous hydrolysis, alkylation, and reactions with radicals.Chemical research in toxicology · 2009Review
- Cytosine-5-methyltransferases add aldehydes to DNA.Nature chemical biology · 2009Article
- Reduced rates of gene loss, gene silencing, and gene mutation in Dnmt1-deficient embryonic stem cells.Molecular and cellular biology · 2001Article
- An unexpectedly high excision capacity for mispaired 5-hydroxymethyluracil in human cell extracts.Proceedings of the National Academy of Sciences of the United States of America · 2000Article
- Enzyme-mediated cytosine deamination by the bacterial methyltransferase M.MspI.The Biochemical journal · 1998Article
- DNA methylation as a target for drug design.Pharmaceutical research · 1998Review
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
The target cytosines of (cytosine-5)-DNA methyltransferases in prokaryotic and eukaryotic DNA show increased rates of C-->T transition mutations compared to non-target cytosines. These mutations are induced either by the spontaneous deamination of 5-mC-->T generating inefficiently repaired G:T rather than G:U mismatches, or by the enzyme-induced C-->U deamination which occurs under conditions of reduced levels of S-adenosylmethionine (AdoMet) and S-adenosylhomocysteine (AdoHcy). We tested whether various inhibitors of (cytosine-5)-DNA methyltransferases analogous to AdoMet and AdoHcy would affect the rate of enzyme-induced deamination of the target cytosine by M.HpaII and M.SssI. Interestingly, we found two compounds, sinefungin and 5'-amino-5'-deoxyadenosine, that increased the rate of deamination 10(3)-fold in the presence and 10(4)-fold in the absence of AdoMet and AdoHcy. We have therefore identified the first mutagenic compounds specific for the target sites of (cytosine-5)-DNA methyltransferases. A number of analogs of AdoMet and AdoHcy have been considered as possible antiviral, anticancer, antifungal and antiparasitic agents. Our findings show that chemotherapeutic agents with affinities to the cofactor binding pocket of (cytosine-5)-DNA methyltransferase should be tested for their potential mutagenic effects.
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