An oligodeoxyribonucleotide containing 5-formyl-2′-deoxycytidine (fC) at the CpG site forms a covalent complex with DNA cytosine-5 methyltransferases (DNMTs)

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:26

Article

Sato, Kousuke¹  Kawamoto, Kyoji¹  Shimamura, Shintaro²  Ichikawa, Satoshi¹  Matsuda, Akira¹ 

[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Kita 12,Nishi 6, Sapporo, Hokkaido 0600812, Japan

[2] Nagasaki Univ, Sch Med, Dept Mol Microbiol & Immunol, Nagasaki 8528501, Japan

关键词: Epigenetic;    Nucleic acids;    5-Formyl-2 '-deoxycytidine;    Covalent bond;    DNA methyltransferase;   

DOI  :  10.1016/j.bmcl.2016.10.040

来源: Elsevier

【 摘 要 】

5-Methylcytosine (mC) is known to induce epigenetic changes. Ten-eleven translocation (TET) enzymes produce the further oxidized 5-substituted cytosine derivatives, 5-formylcytosine (fC) and 5-carboxylcytosine (caC). However, their roles are unclear thus far. Here, we synthesized oligodeoxyribonucleotides (ODNs) containing 5-formyl-2'-deoxycytidine and examined their interactions with DNA cytosine-5 methyltransferase (DNMT). We found that the ODN sequence containing fCpG formed a covalent complex with both bacterial and mouse recombinant DNMTs in the absence of any cofactors. The covalent bonding with DNMT suggests that the fCpG sequence in DNA may play a role in epigenetic regulation. (C) 2016 Elsevier Ltd. All rights reserved.

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