Biodegradable amphiphilic block copolymers bearing protected hydroxyl groups: synthesis and characterization

Biomacromolecules
Xiuli HuXiabin Jing

Abstract

A new biodegradable amphiphilic block copolymer, poly(ethylene glycol)-b-poly(L-lactide-co-9-phenyl-2,4,8,10-tetraoxaspiro[5,5]undecan-3-one) [PEG-b-P(LA-co-PTO)], was successfully prepared by ring-opening polymerization (ROP) of L-lactide (LA) and functionalized carbonate monomer 9-phenyl-2,4,8,10-tetraozaspiro[5,5]undecan-3-one (PTO) in the presence of monohydroxyl poly(ethylene glycol) as macroinitiator using Sn(Oct)2 as catalyst. NMR, FT-IR, and GPC studies confirmed the copolymer structure. It could self-assemble into micelles in aqueous solution with critical micelle concentration (CMC) in the magnitude of mg/L, which changed with the composition of the copolymer. After catalytic hydrogenation, copolymers with active hydroxyl groups were obtained. Adhesion and proliferation of Vero cells on the copolymer films showed that the synthesized copolymers were good biocompatible materials. In vitro degradation of the copolymer before and after deprotection was investigated in the presence of proteinase K. The free hydroxyl groups on the copolymers were capable of further modification with biotin. This new amphiphilic block copolymer has great potential for both drug encapsulation and conjugate because of its low CMC and the pres...Continue Reading

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Citations

Apr 30, 2010·Pharmaceutical Research·Aijun ZhaoTao Chen
Jan 25, 2011·Journal of Biomaterials Science. Polymer Edition·Guojun MoXiabin Jing
Aug 4, 2009·Expert Opinion on Drug Delivery·Xiuli Hu, Xiabin Jing
Sep 2, 2014·Materials Science & Engineering. C, Materials for Biological Applications·Gaicen HuZhiguo Hu
Apr 15, 2011·Colloids and Surfaces. B, Biointerfaces·Qi ZhouShaobing Zhou
Jan 13, 2011·Journal of Controlled Release : Official Journal of the Controlled Release Society·Hajar SeyednejadWim E Hennink
Mar 8, 2012·Macromolecular Bioscience·Xiaohua LiuPeter X Ma
Nov 28, 2012·Advanced Healthcare Materials·Tao ChenShaobing Zhou
Jul 6, 2014·Journal of Applied Polymer Science·Jianwen XuJie Song
Aug 20, 2015·Bioconjugate Chemistry·Manuela CurcioCarmen Alvarez-Lorenzo
Jan 7, 2014·Biomaterials·Jie WangShaobing Zhou
Jun 5, 2015·Materials Science & Engineering. C, Materials for Biological Applications·Di WuXiabin Jing
Dec 27, 2011·Journal of Controlled Release : Official Journal of the Controlled Release Society·Jun YueXiabin Jing
Dec 27, 2011·Journal of Controlled Release : Official Journal of the Controlled Release Society·Yonghui ZhengXiabin Jing

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