Acrylamide-dT: a polymerisable nucleoside for DNA incorporation

Abstract

The synthesis of a novel modified nucleoside phosphoramidite, Acrylamide-dT-CE phosphoramidite, obtained in three steps from commercially available starting materials, is reported. It was readily incorporated into thrombin binding aptamer (TBA) sequences using automated solid-phase synthesis under ultra-mild conditions, with the modification shown not to adversely affect duplex stability, G-quadruplex structure, or thrombin binding. The reaction and integration of the modified strands with acrylamide polymers was evidenced by gel electrophoresis. The Acrylamide-dT functional handle promises to be an ideal synthon for preparing DNA–polymer hybrids for use in various macromolecular materials applications.