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Highly stable and reduction responsive micelles from a novel polymeric surfactant with a repeating disulfide-based gemini structure for efficient drug delivery

Title
Highly stable and reduction responsive micelles from a novel polymeric surfactant with a repeating disulfide-based gemini structure for efficient drug delivery
Authors
Kim, Hyun ChulKim, Eun JooHa, Tae LinLee, Se GeunLee, Seong JunJeong, Sang Won
DGIST Authors
Kim, Hyun ChulKim, Eun Joo; Ha, Tae Lin; Lee, Se GeunLee, Seong JunJeong, Sang Won
Issue Date
2017-12
Citation
Polymer, 133, 102-109
Type
Article
Article Type
Article
Author Keywords
Polymeric micellesGemini structuresReduction-responsive
Keywords
CROSS-LINKED MICELLESBLOCK-COPOLYMER MICELLESRELEASEDESIGNSPACERNANOPARTICLESCHEMOTHERAPYSYSTEMSAGENTS
ISSN
0032-3861
Abstract
The synthesis of a novel polymeric surfactant with a repeating disulfide-based gemini structure (poly( gemini surfactant)) and its micellar properties for GSH-dependent intracellular drug delivery are described. A linear polyethylene glycol (PEG) was end-functionalized with N-stearoylcysteine and the cysteine thiol groups of the telechelic surfactant were oxidized intermolecularly in the micellar state to produce poly(gemini surfactant). Compared with the telechelic surfactant, poly(gemini surfactant) possessed a lower critical micelle concentration and higher solubilization capacity for doxorubicin (DOX). Moreover, the poly(gemini surfactant) micelles revealed excellent colloidal stability against excess sodium dodecyl sulfate (SDS) as a micelle-destabilizing agent. Cytotoxicity experiments showed that poly(gemini surfactant) composed of PEG, cysteine, and stearic acid was virtually non-cytotoxic up to 100 mg L-1. In the presence of glutathione (GSH), poly(gemini surfactant) was degraded back into the telechelic surfactant, leading to the release of encapsulated DOX to induce cytotoxicity against cancer cells. © 2017 Elsevier Ltd. All rights reserved.
URI
http://hdl.handle.net/20.500.11750/5630
DOI
10.1016/j.polymer.2017.11.032
Publisher
Elsevier BV
Related Researcher
Files:
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Collection:
Division of Biotechnology1. Journal Articles
Division of Electronics & Information System1. Journal Articles


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