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Facile Functionalization of Polyesters through Thiol-yne Chemistry for the Design of Degradable, Cell-Penetrating and Gene Delivery Dual-Functional Agents

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journal contribution
posted on 12.11.2012, 00:00 by Zhonghai Zhang, Lichen Yin, Yunxiang Xu, Rong Tong, Yanbing Lu, Jie Ren, Jianjun Cheng
Synthesis of polyesters bearing pendant amine groups with controlled molecular weights and narrow molecular weight distributions was achieved through ring-opening polymerization of 5-(4-(prop-2-yn-1-yloxy)­benzyl)-1,3-dioxolane-2,4-dione, an O-carboxyanhydride derived from tyrosine, followed by thiol-yne “click” photochemistry with 2-aminoethanethiol hydrochloride. This class of biodegradable polymers displayed excellent cell penetration and gene delivery properties with low toxicities.