Synthesis and characterization of poly(ethylene glycol)-glutathione conjugate self-assembled nanoparticles for antioxidant delivery.
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.
Williams
Sharlene R
SR
Department of Chemistry, Macromolecules and Interfaces Institute, Virginia Tech, Blacksburg, Virginia 24061, USA.
Lepene
Benjamin S
BS
Thatcher
Craig D
CD
Long
Timothy E
TE
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005978:Glutathione / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D006861:Hydrogen Peroxide / Q000494:pharmacology; D008968:Molecular Conformation; D008970:Molecular Weight; D053758:Nanoparticles / Q000737:chemistry*; D018384:Oxidative Stress / Q000187:drug effects; D010316:Particle Size; D011092:Polyethylene Glycols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013696:Temperature; D014407:Tumor Cells, Cultured
D000975:Antioxidants; C538908:poly(ethylene glycol)-glutathione conjugate; D011092:Polyethylene Glycols; D006861:Hydrogen Peroxide; D005978:Glutathione