ArticleNucleic acids research2001
Synthesis and properties of oligonucleotides containing 5-formyl-2'-deoxycytidine: in vitro DNA polymerase reactions on DNA templates containing 5-formyl-2'-deoxycytidine.
Article in Nucleic acids research, 2001. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed, 73 citations in OpenAlex.
- Mechanisms underlying low mutation rates in mammalian oocytes and preimplantation embryos.Nucleic acids research · 2025Review
- Protection-Free, Two-step Synthesis of C5-C Functionalized Pyrimidine Nucleosides.Current protocols · 2024Article
- Tellurium-Modified Nucleosides, Nucleotides, and Nucleic Acids with Potential Applications.Molecules (Basel, Switzerland) · 2022Review
- Active DNA demethylation-The epigenetic gatekeeper of development, immunity, and cancer.Advanced genetics (Hoboken, N.J.) · 2021Review
- Pol β gap filling, DNA ligation and substrate-product channeling during base excision repair opposite oxidized 5-methylcytosine modifications.DNA repair · 2020Article
- Oxidized Derivatives of 5-Methylcytosine Alter the Stability and Dehybridization Dynamics of Duplex DNA.The journal of physical chemistry. B · 2020Article
- Molecular basis for the faithful replication of 5-methylcytosine and its oxidized forms by DNA polymerase β.The Journal of biological chemistry · 2019Article
- Base pairing and structural insights into the 5-formylcytosine in RNA duplex.Nucleic acids research · 2016Article
- Weakened N3 Hydrogen Bonding by 5-Formylcytosine and 5-Carboxylcytosine Reduces Their Base-Pairing Stability.ACS chemical biology · 2016Article
- Article
- Effects of Tet-mediated oxidation products of 5-methylcytosine on DNA transcription in vitro and in mammalian cells.Scientific reports · 2014Article
- The carboxy-terminal domain of ROS1 is essential for 5-methylcytosine DNA glycosylase activity.Journal of molecular biology · 2014Article
- DNA methylation reduces binding and cleavage by bleomycin.Biochemistry · 2014Article
- Base flip in DNA studied by molecular dynamics simulationsof differently-oxidized forms of methyl-Cytosine.International journal of molecular sciences · 2014Article
- Guanine- 5-carboxylcytosine base pairs mimic mismatches during DNA replication.Scientific reports · 2014Article
- Structural and mutation studies of two DNA demethylation related glycosylases: MBD4 and TDG.Biophysics (Nagoya-shi, Japan) · 2014Review
- Excision of 5-hydroxymethyluracil and 5-carboxylcytosine by the thymine DNA glycosylase domain: its structural basis and implications for active DNA demethylation.Nucleic acids research · 2012Article
- Thymine DNA glycosylase can rapidly excise 5-formylcytosine and 5-carboxylcytosine: potential implications for active demethylation of CpG sites.The Journal of biological chemistry · 2011Article
- Syntheses of 5-formyl- and 5-carboxyl-dC containing DNA oligos as potential oxidation products of 5-hydroxymethylcytosine in DNA.Organic letters · 2011Article
- Synthesis, structure and imaging of oligodeoxyribonucleotides with tellurium-nucleobase derivatization.Nucleic acids research · 2011Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Oligodeoxynucleotides (ODNs) containing 5-formyl-2'-deoxycytidine (fC) were synthesized by the phosphoramidite method and subsequent oxidation with sodium periodate. The stabilities of duplexes containing A, G, C or T opposite fC were studied by thermal denaturation. It was found that fC:A, fC:C or fC:T base pairs significantly reduce the thermal stabilities of duplexes. Next, single nucleotide insertion reactions were performed using ODNs containing fC as templates and the Klenow fragment of Escherichia coli DNA polymerase I. It was found that: (i) insertion of dGMP opposite fC appears to be less efficient relative to insertion opposite 5-methyl-2'-deoxycytidine (mC); (ii) dAMP is misincorporated more frequently opposite fC than mC, although the frequency of misincorporation seems to be dependent on the sequence; (iii) TMP is misincorporated more frequently opposite fC than mC. These results suggest that fC may induce the transition mutation C.G-->T.A and the transversion mutation C.G-->A.T during DNA synthesis.
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