Formation of S-formyl-2′-deoxycytidine from 5-methyl-2′-deoxycytidine in duplex DNA by Fenton-type reactions and γ-irradiation

Formation of S-formyl-2′-deoxycytidine from 5-methyl-2′-deoxycytidine in duplex DNA by Fenton-type reactions and γ-irradiation

5-Methyl-2′-deoxycytidine (5-Me-dC) is formed by the enzymatic methylation of dC, primarily in CpG sequences in DNA, and is involved in the regulation of gene expression. In the present study, 5-Me-dC and double-stranded DNA fragments containing 5-Me-dC were either γirradiated or aerobically treated...

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Veröffentlicht in:Nucleic acids research 1999-11, Vol.27 (22), p.4385-4390
Hauptverfasser: Murata-Kamiya, Naoko, Kamiya, Hiroyuki, Karino, Naoko, Ueno, Yoshihito, Kaji, Hiroshi, Matsuda, Akira, Kasai, Hiroshi
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container_end_page 4390
container_issue 22
container_start_page 4385
container_title Nucleic acids research
container_volume 27
creator Murata-Kamiya, Naoko
Kamiya, Hiroyuki
Karino, Naoko
Ueno, Yoshihito
Kaji, Hiroshi
Matsuda, Akira
Kasai, Hiroshi
description 5-Methyl-2′-deoxycytidine (5-Me-dC) is formed by the enzymatic methylation of dC, primarily in CpG sequences in DNA, and is involved in the regulation of gene expression. In the present study, 5-Me-dC and double-stranded DNA fragments containing 5-Me-dC were either γirradiated or aerobically treated with Fenton-type reagents, Fe(ll)-EDTA, Fe(ll)-nitrilotri-acetic acid, Fe(lll)-EDTA-H2O2-catechol or ascorbic acid-H2O2 under neutral conditions. The formation of 5-formyl-2′-deoxycytidine (5-CHO-dC) was observed upon treatment of both 5-Me-dC and DNA fragments containing 5-Me-dC. The yields of 5-CHO-dC from 5-Me-dC and those of 5-formyl-2′-deoxyuridine from dT were comparable. These results suggest that 5-Me-dC in DNA is as susceptible to oxidation as dT in cells, and raise the possibility that 5-CHO-dC may contribute to the high mutagenic rate observed in CpG sequences in genomic DNA.
doi_str_mv 10.1093/nar/27.22.4385
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title Formation of S-formyl-2′-deoxycytidine from 5-methyl-2′-deoxycytidine in duplex DNA by Fenton-type reactions and γ-irradiation
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