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Synthesis of oligonucleotide inhibitors of DNA (Cytosine-C5) methyltransferase containing 5-azacytosine residues at specific sites

AuthorsGüimil García, Ramón; Brank, Adam S.; Christman, Judith K.; Márquez, Víctor E.; Eritja Casadellà, Ramón
Keywordscytosine derivative
methyltransferase inhibitor
Issue Date2001
PublisherMary Ann Liebert
CitationAntisense and Nucleic Acid Drug Development
AbstractThe incorporation of 5-azacytosine residues into DNA causes potent inhibition of DNA (Cytosine-C5) methyltransferases. The synthesis of oligodeoxyribonucleotides incorporating single or multiple 5-aza-2′-deoxycytidine residues at precise sites was undertaken to generate an array of sequences containing the reactive 5-azacytosine base as specific target sites for enzymatic methylation. Preparation of these modified oligonucleotides requires the use of 2-(p-nitrophenyl)ethyloxycarbonyl (NPEOC) groups for the protection of exocyclic amino functions. These groups are removed under mild conditions, thus avoiding conventional protocols that are detrimental to the integrity of the 5-azacytosine ring.
Publisher version (URL)doi:10.1089/108729001753411335
Appears in Collections:(IQAC) Artículos
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