用于抗氧化剂递送的聚乙二醇-谷胱甘肽共轭物自组装纳米颗粒的合成与表征

Synthesis and characterization of poly(ethylene glycol)-glutathione conjugate self-assembled nanoparticles for antioxidant delivery.

作者信息

Williams Sharlene R, Lepene Benjamin S, Thatcher Craig D, Long Timothy E

机构信息

Department of Chemistry, Macromolecules and Interfaces Institute, Virginia Tech, Blacksburg, Virginia 24061, USA.

出版信息

Biomacromolecules. 2009 Jan 12;10(1):155-61. doi: 10.1021/bm801058j.

DOI:10.1021/bm801058j

PMID:19086778

Abstract

Functional oligomers based on glutathione (GSH) and poly(ethylene glycol) diacrylate (PEGDA) were synthesized via Michael addition. Well-defined, spherical nanoparticle self-assembly was confirmed via dynamic light scattering and transmission electron microscopy. In addition, a series of Michael addition oligomers containing GSH were prepared with various molecular weights of poly(ethylene glycol) (PEG). Thermal analysis indicated that the oligomers were thermally stable to approximately 160 degrees C, and the Tg increased as the PEG molecular weight increased. In addition, thiol-terminated PEG was synthesized and reacted with GSH to form disulfide-linked oligomers to probe potential antioxidant therapies. SH-SY5Y cells were utilized in cell culture experiments, and hydrogen peroxide induced oxidative stress on the cells. Disulfide-linked GSH oligomers were 100% effective at protecting SH-SY5Y cells from oxidative stress, whereas the Michael addition GSH oligomers did not offer protection.

摘要

基于谷胱甘肽（GSH）和聚乙二醇二丙烯酸酯（PEGDA）的功能性低聚物通过迈克尔加成反应合成。通过动态光散射和透射电子显微镜证实了明确的球形纳米颗粒自组装。此外，制备了一系列含有不同分子量聚乙二醇（PEG）的含GSH的迈克尔加成低聚物。热分析表明，这些低聚物在约160℃下热稳定，并且随着PEG分子量的增加玻璃化转变温度升高。此外，合成了巯基封端的PEG并使其与GSH反应形成二硫键连接的低聚物，以探索潜在的抗氧化疗法。在细胞培养实验中使用了SH-SY5Y细胞，过氧化氢对细胞诱导氧化应激。二硫键连接的GSH低聚物在保护SH-SY5Y细胞免受氧化应激方面100%有效，而迈克尔加成GSH低聚物则没有提供保护作用。