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