Methoxy poly(ethylene glycol)-b-poly(ε-caprolactone) block-graft copolymers with pendant fluorescent groups: synthesis, characterization and cellular uptake

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• 作者：Kang-Yu Peng (1)
  Shiu-Wei Wang (1)
  Mu-Yi Hua (2)
  Ren-Shen Lee (1)
  
• 关键词：Amphiphilic ; Fluorescent ; Block ; graft copolymer ; Micelle ; Cellular uptake
• 刊名：Journal of Polymer Research
• 出版年：2013
• 出版时间：January 2013
• 年：2013
• 卷：20
• 期：1
• 全文大小：408 KB
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• 作者单位：Kang-Yu Peng (1)
  Shiu-Wei Wang (1)
  Mu-Yi Hua (2)
  Ren-Shen Lee (1)
  
  1. Department of Natural Science, Center of General Education, Chang Gung University, 259 Wen-Hwa 1st Road, Kwei-Shan, Tao-Yuan, 333, Taiwan
  2. Department of Chemical and Materials Engineering, Chang Gung University, Kwei-Shan, Tao-Yuan, Taiwan
  
• ISSN：1572-8935

文摘

Block-graft methoxy poly(ethylene glycol)-b-poly(ε-caprolactone) copolymers with pendant fluorescent pyrene groups were synthesized by post-polymerization conjugation of 1-pyrenemethyl 4-pentynoate (PMP) onto azido-functionalized MPEG-b-PαN3CL using the “click-reaction. Copolymers were characterized by differential scanning calorimetry (DSC), 1H NMR, IR, and gel permeation chromatography. The block-graft copolymers formed micelles in the aqueous phase, with critical micelle concentrations (CMCs) in the range of 2.9-9.4?mg?L?. Transmission electron microscopy (TEM) was used to analyze micelle morphology, and it revealed a spherical structure. The mean hydrodynamic diameters of the micelles from dynamic light scattering were in the range of 38-6?nm. In vitro cell viability assay indicated that MPEG-b-(PαN3CL-g-PMP/alkyne) has low cytotoxicity. Doxorubicin hydrochloride (DOX)-loaded micelles facilitated human cervical cancer (HeLa) cell uptake of DOX; uptake was completed within 4?h, and DOX was able to reach intracellular compartments and enter nuclei by endocytosis. Figure DOX-loaded MPEG45-b-(PαNCL26-g-PMP7/Hexy19) micelles (13) provide greater uptake of DOX by HeLa cells compared to the non-encapsulated drug (A), and were able to enter nuclei by endocytosis (C).