Electrochemical detection of nucleic acids using pentaferrocenyl phosphoramidate α-oligonucleotides

Abstract : We report the synthesis of α-oligonucleotides exhibiting five phosphoramidate linkages bearing a ferrocenyl (Fc) moiety. Three different linkers: ethyl, propyl and 4-methyl-1-ethyl-1,2,3-triazol between the ferrocene (Fc) residue and the phosphoramidate function have been studied. We demonstrated that these Fc5-α-DNA conjugates exhibit similar or even better stability than the wild type β-DNA when hybridized to their complementary β-DNA. Their electrochemical behavior studied in solution by cyclic voltammetry showed that this original structure leads to a strong difference in the Fc environment when the probe is alone or hybridized with a complementary strand. These preliminary electrochemical analyses are very encouraging and augur a good sensitivity of these probes for DNA detection after grafting on an electrode microsystem.
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Grégory Chatelain, Albert Meyer, François Morvan, Jean-Jacques Vasseur, Carole Chaix. Electrochemical detection of nucleic acids using pentaferrocenyl phosphoramidate α-oligonucleotides. New Journal of Chemistry, Royal Society of Chemistry, 2011, 35 (4), pp.893-901. ⟨10.1039/C0NJ00902D⟩. ⟨hal-00986717⟩

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