An alternative base-pairing of catechol-bearing nucleosides by borate formation

Abstract

A chelator-type β-C-nucteoside having a catechol ligand as the nucleobase was found to form a stable 2 : 1 complex with trimethyl borate, which was characterized by 1H-NMR and etectrospray ionization time-of-flight (ESI-TOF) mass speetroseopies. Both phosphoramidite and phosphotriester derivatives of this nueleoside were also prepared as synthetic precursors for DNA oligomer syntheses.