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

Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign , 1304 West Green Street, Urbana, Illinois 61801, United States.
Biomacromolecules (Impact Factor: 5.75). 10/2012; 13(11). DOI: 10.1021/bm301333w
Source: PubMed


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.

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Available from: Yanbing Lu, Oct 06, 2014
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    • "Along with the development of polymer chemistry, the applicability of CPs in gene delivery has been enhanced by incorporating biodegradability within their macromolecular structures. A variety of biodegradable CPs such as poly(b-amino ester)s [14e17], poly[a- (4-aminobutyl)-L-glycolic acid] [18], poly(4-hydroxy-L-proline ester) [19], poly(D-glucaramidoamine) [20], cationic poly(a-hydroxy acid) [21], and cationic cyclodextrin [22] have been successfully synthesized and used in gene delivery studies. In addition to protecting therapeutic genes from nuclease degradation, synthetic design of CPs can be directed to optimize their biodegradability and improve their biocompatibility for repeated administration of gene-based therapies [23] [24]. "
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