文献类型：期刊文献

英文题名：Synthesis, characterization, fluorescence labeling and cellular internalization of novel amine-functionalized poly(ethylene glycol)-block-poly(ε-caprolactone) amphiphilic block copolymers

作者：Yan, Jinliang[1,2];Ye, Zhaoyang[1];Luo, Houyong[1];Chen, Min[1];Zhou, Yan[1];Tan, Wensong[1];Xiao, Yan[2];Zhang, Yan[2];Lang, Meidong[1,2]

机构：[1]E China Univ Sci & Technol, State Key Lab Bioreactor Engn, Sch Bioengn, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Sch Mat Sci & Engn, Minist Educ, Key Lab Ultrafine Mat, Shanghai 200237, Peoples R China

年份：2011

卷号：2

期号：6

起止页码：1331

外文期刊名：POLYMER CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000290682200017)】；

基金：This research was supported by the Fundamental Research Funds for the Central Universities, the National Natural Science Foundation of China (20804015, 31000424), Specialized Research Fund for the Doctoral Program of Higher Education (200802511021, 20100074120009), Shanghai Pujiang Program (10PJ1402200), "Shu Guang" Project of Shanghai Municipal Education Commission, the Natural Science Foundation of Shanghai (08ZR1406000) and Program for Changjiang Scholars and Innovative Research Team in University (IRT0825).

语种：英文

摘要：We report in this paper a facile way to prepare novel amine-functionalized monomethoxy-poly (ethylene glycol)-b-poly(epsilon-caprolactone) (mPEG-b-PCL) amphiphilic block copolymers, which are subsequently fluorescently labeled. In our synthetic route, monomethoxy-poly(ethylene glycol)-b-poly [epsilon-caprolactone-co-gamma-(carbamic acid benzyl ester)-epsilon-caprolactone] [mPEG-b-P(CL-co-CABCL)] copolymers were synthesized via ring-opening polymerization (ROP) of epsilon-caprolactone (CL) and a newly developed monomer, gamma-(carbamic acid benzyl ester)-epsilon-caprolactone (CABCL) at varied ratios using mPEG as macroinitiator and Sn(Oct)(2) as catalyst. Subsequent deprotection upon removal of carbobenzoxy (Cbz) group yielded monomethoxy-poly(ethylene glycol)-b-poly(epsilon-caprolactone-co-gamma-amino-epsilon-caprolactone) [mPEG-b-P(CL-co-ACL)] copolymers bearing primary amine functional groups on the PCL block. The structures of polymers were characterized with NMR, FT-IR and GPC techniques. These amphiphilic block copolymers self-assembled into micelles in aqueous solution and the critical micelle concentration (CMC) was dependent on the compositions of the copolymers. In addition, the particle size and morphology of micelles were studied with DLS and TEM, respectively. In vitro study demonstrated that the micelles were nontoxic to human fibroblasts based on MTT and live/dead assays. Furthermore, a proof-of-concept usage of amino groups for bioconjugation was illustrated by tagging the copolymer with a fluorophore, fluorescein isothiocyanate (FITC). Internalization of FITC-labeled micelles by fibroblast cells was observed under fluorescence microscopy. Through facile conjugation of chemical moieties such as drugs, peptides, proteins or fluorophores, micelles prepared with these amine-functionalized mPEG-b-PCL copolymers hold great promise in biomedical applications.