Design of a new oligotriazole peptide nucleic acid analogue (oT-PNA)

Julien Vergnaud (1) , Pierre-Antoine Faugeras (1) , Vincent Chaleix (1) , Yves Champavier (2) , Rachida Zerrouki (1)

1 LCSN - Laboratoire de Chimie des Substances Naturelles
2 RMN - Service Commun de Résonance Magnétique Nucléaire

We describe in this Letter the synthesis of an original thymine azido-heterotrimer generated by Click Chemistry. This trimer has been obtained from an azido-thymidine and a new chloroethyl-propargylated PNA monomer analogue, after two azidation/click-reaction cycles. Conformational preferences of a rotameric intermediate have also been studied.

Domaines: Chimie organique

Julien Vergnaud, Pierre-Antoine Faugeras, Vincent Chaleix, Yves Champavier, Rachida Zerrouki. Design of a new oligotriazole peptide nucleic acid analogue (oT-PNA). Tetrahedron Letters, 2011, 52 (46), pp.6185-6189. ⟨10.1016/j.tetlet.2011.09.050⟩. ⟨hal-00926590⟩