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Synthesis of oligodeoxynucleotides containing 6-N-([13C]methyl)adenine and 2-N-([13C]methyl)guanine

AuthorsHofmann, Mechtild; Acedo, Montse; Fagan, Patricia A.; Wemmer, David E.; Eritja Casadellà, Ramón ; Díaz, Antonio R.
NMR studies
Issue Date21-Jun-1997
PublisherRoyal Society of Chemistry (UK)
CitationJournal of the Chemical Society, Perkin Transactions 1 12: 1825-1828 (1997)
AbstractOligonucleotides containing 6-N-([l3C]methyl)adenine and 2-N-([13C]methyl)guanine have been prepared for NMR studies using the deprotection step to introduce the [13C]methylamine group. For this purpose, the use of 2′-deoxy-6-O-(pentafluorophenyl)inosine 1 and 2′-deoxy-2-fluoro-6-O-[2-(4-nitrophenyl)-ethyl]inosine 2 as precursors of the N-methylated nucleosides is described. Preliminary NMR characterization of the 13C-labelled oligonucleotides shows that the 13C chemical shift of the methyl group in N-methylguanine is sensitive to duplex formation, making it a useful local probe.
Publisher version (URL)http://dx.doi.org/10.1039/A700366H
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