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

Oligonucleotides 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...

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Bibliographic Details
Authors: Hofmann, Mechtild, Acedo, Montse, Fagan, Patricia A., Wemmer, David E., Eritja Casadellà, Ramón, Díaz, Antonio R.
Format: article
Status:Versión aceptada para publicación
Publication Date:1997
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/136409
Online Access:http://hdl.handle.net/10261/136409
Access Level:Open access
Keyword:Oligonucleotides
NMR studies
Description
Summary:Oligonucleotides 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.