Poly(ethylene oxide sulfide): new poly(ethylene glycol) derivatives degradable in reductive conditions.
Poly(ethylene oxide sulfide) (PEOS), polymers consisting of an internal ethylene oxide oligomer and disulfide linkage, were synthesized and characterized. The degree of polymerization was dependent upon temperature, dimethyl sulfoxide condition, and monomer hydrophobicity. The stability of PEOS was measured by the size exclusion chromatography method after the incubation both with and without 5 mM glutathione. The disulfide bond was stable in the extracellular condition but completely degraded in 2 h in the reductive cytosolic condition. Hydrophilic PEOS polymers showed no cytotoxicity on the HepG2 cell line. On the basis of these properties, PEOS can be applied in many drug delivery fields.
Lee
Yan
Y
School of Chemistry & Molecular Engineering, Seoul National University, San 56-1, Shillim-dong, Gwanak-gu, Seoul 151-742, Korea.
Koo
Heebeom
H
Jin
Geun-woo
GW
Mo
Heejung
H
Cho
Min Yi
MY
Park
Jong-Yeun
JY
Choi
Joon Sig
JS
Park
Jong Sang
JS
D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D005978:Glutathione / Q000737:chemistry; D006801:Humans; D008970:Molecular Weight; D010084:Oxidation-Reduction; D011092:Polyethylene Glycols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013440:Sulfides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013696:Temperature; D013997:Time Factors
D013440:Sulfides; D011092:Polyethylene Glycols; D005978:Glutathione; D004121:Dimethyl Sulfoxide