Modular synthesis of biodegradable diblock copolymers for designing functional polymersomes.

Modular synthesis of biodegradable diblock copolymers for designing functional polymersomes.
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DOI:
10.1021/ja910606y
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发表时间:
2010-03-24
影响因子:
15
通讯作者:
Burdick JA
Burdick JA
中科院分区:
化学1区
文献类型:
--
作者:
Katz JS;Zhong S;Ricart BG;Pochan DJ;Hammer DA;Burdick JA

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Polymer vesicles, or polymersomes, are promising candidates for applications in drug delivery and tissue imaging. While a vast variety of polymers have been explored for their ability to assemble into polymersomes, relatively little research has been reported for studies into the functionalization of these polymers. We present here a novel route to synthesizing poly(caprolactone)-b-poly(ethylene glycol) diblock copolymers that allows for the insertion of functional groups at the blocks’ junction and the assembly of functional membranes. This modular synthesis has been developed based on solid phase peptide synthesis techniques and is accomplished through the formation of two peptide bonds—between an amine terminated PEG and the carboxyl of the functional group and between the functional group amine and a carboxy-terminated PCL. As a demonstration of the potential utility of the resulting vesicles, we incorporated two different amino acid functional groups at the junction. 2-Nitrophenylalanine was utilized to create UV-responsive membranes in which the vesicles destabilized and released encapsulated contents upon irradiation. A fluorescein-conjugated lysine was also utilized to create stable fluorescent membranes in which the fluorescence was built into the polymer. This method should contribute to our ability to further develop smart, functional membranes.
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