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

Sharlene R. Williams; Benjamin S. Lepene; Craig D. Thatcher; Timothy Edward Long

doi:10.1021/bm801058j

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

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

Research output: Contribution to journal › Article › peer-review

67 Citations (Scopus)

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 ∼160 °C, and the T _g 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.

Original language	English
Pages (from-to)	155-161
Number of pages	7
Journal	Biomacromolecules
Volume	10
Issue number	1
DOIs	https://doi.org/10.1021/bm801058j
Publication status	Published - 2009 Jan 12
Externally published	Yes

ASJC Scopus subject areas

Bioengineering
Biomaterials
Polymers and Plastics
Materials Chemistry

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10.1021/bm801058j

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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 ∼160 °C, and the T g 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.",

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AU - Lepene, Benjamin S.

AU - Thatcher, Craig D.

AU - Long, Timothy Edward

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N2 - 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 ∼160 °C, and the T g 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.

AB - 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 ∼160 °C, and the T g 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.

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

Abstract

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