Hydrogen bond template-directed polymerization of protected 5 '-acryloylnucleosides

Poly(5'-acryloyluridine) has been shown to act as a template in the radical polymerization of the complementary 5'-acryloyladenosine in the presence o f the noncomplementary 5'-acryloyluridine. The template was synthesized by polymerizing 5'-acryloyluridine using AIBN as the initiator. The 5'-acryloy lnucleosides were synthesized by regiospecific acylation of adenosine and u ridine at the 5'-position using the enzyme Candida antarctica lipase 435 (C AL 435). The remaining hydroxyl groups were protected as silyl ethers to in crease the solubility in nonpolar solvents.