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Synthesis of Structurally Defined Cationic Polythiophenes for DNA Binding and Gene Delivery
Chi Zhang1,2, Jinkai Ji1, Xiaoyan Shi2
1Department of Polymer Science & Engineering, School of Chemistry & Chemical Engineering, Nanjing University , Nanjing 210023, P. R. China.
Abstract:
Water-soluble conjugated polymers (WCPs) have prospective applications in the field of bioimaging, disease diagnosis, and therapy. However, the use of WCPs with controllability and regioregularity for bioapplications have scarcely been reported. In this work, we synthesized polythiophenes containing ester side chains (P3ET) via Kumada catalyst-transfer polycondensation (KCTP) and confirmed a quasi-"living" chain-growth mechanism. In addition, we obtained cationic regioregular polythiophenes (cPTs) by aminolysis of P3ET with varied chain lengths, and studied DNA binding capability and gene delivery performance. Benefiting from photocontrolled generation of intracellular reactive oxygen species (ROS), the cationic polythiophenes successfully delivered DNA into tumor cells without additional polymer species.
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