2-Amino-α-2′-deoxyadenosine increased duplex stability of methoxyethylphosphoramidate α-Oligodeoxynucleotides with RNA target
Résumé
A new efficient synthesis of 2-amino-alpha-2'-deoxyadenosine and its incorporation into methoxyethylphosphoramidate alpha-oligodeoxynucleotides (ODNs) via H-phosphonate chemistry were reported. Thermal denaturation experiments demonstrated a significant stabilization of the complexes formed between these analogues and their RNA target (+2 degrees C/NH2A) relative to adenosine-containing phosphoramidate alpha-oligonucleotides. Concerning the binding specificity of these modified ODNs, unlike natural ODNs, discrimination against G pairing is higher and against C pairing is lower.
Domaines
Chimie thérapeutique
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Bioorganic & Medicinal Chemistry Letters 2002 Vol. 12 Pages 1435-1438.pdf (116.06 Ko)
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