Maleimide Functionalized Poly(ε-caprolactone)-block-poly(ethylene glycol) (PCL-PEG-MAL): Synthesis, Nanoparticle Formation, and Thiol Conjugation

Maleimide Functionalized Poly(ε-caprolactone)-block-poly(ethylene glycol) (PCL-PEG-MAL): Synthesis, Nanoparticle Formation, and Thiol Conjugation
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DOI:
10.1002/macp.200900025
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发表时间:
2009-05-22
影响因子:
2.5
通讯作者:
Macosko, Christopher W.
Macosko, Christopher W.
中科院分区:
化学4区
文献类型:
--
作者:
Ji, Shengxiang;Zhu, Zhengxi;Macosko, Christopher W.

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合成了具有窄分散性的羧基端聚己内酯(epsilon-己内酯)s (PCL-COOHs),并与聚乙二醇(HO-PEG-OH)偶联得到PCL-PEG-OH共聚物。然后,pcl - peg - oh中的羟基转化为马来酰亚胺基团,从而得到端接马来酰亚胺的PCL-PEG-AAALs,其具有70-90%的马来酰亚胺功能。采用碰撞混合法制备了表面具有马来酰亚胺官能团的纳米颗粒。采用动态光散射法测定颗粒大小和粒径分布。还证明了还原性谷胱甘肽与模型马来酰亚胺和两种马来酰亚胺功能纳米颗粒的偶联。使用Ellman试剂测量颗粒表面可接近的马来酰亚胺的量,范围在大约51-67%之间。
Carboxylic acid terminated poly(epsilon-caprolactone)s (PCL-COOHs) with narrow polydispersity were synthesized and coupled with poly(ethylene glycol) (HO-PEG-OH) to afford PCL-PEG-OH copolymers. The hydroxyl groups in the PCL-PEG-OHs were then converted to maleimide groups to afford maleimide terminated PCL-PEG-AAALs that contained 70-90% maleimide functionality. Nanoparticles with maleimide functionality on their surfaces were prepared by impingement mixing. Particle sizes and size distributions were determined by dynamic light scattering. Conjugation of reduced glutathione with model maleimides and two MAL-functional nanoparticles was also demonstrated. The amount of accessible maleimide on the particle surface was measured using Ellman's reagent to range between approximate to 51-67%.