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Thiol-Responsive Micelles Based on Nonionic Gemini Surfactants with a Cystine Disulfide Spacer

Title
Thiol-Responsive Micelles Based on Nonionic Gemini Surfactants with a Cystine Disulfide Spacer
Author(s)
Kim, Hyun-ChulKim, EunjooLee, Se GuenLee, Sung JunKim, HyunminJeong, Sang Won
Issued Date
2014-02-15
Citation
Journal of Polymer Science, Part A: Polymer Chemistry, v.52, no.4, pp.582 - 589
Type
Article
Author Keywords
biodegradabledisulfide-thiol exchangedrug delivery systemsmicellesstimuli-sensitive polymerssurfactants
Keywords
BLOCK-COPOLYMER MICELLESDRUG-DELIVERYREDUCTIVE CLEAVAGEPOLYMERIC MICELLESDESIGNRELEASESOLUBILIZATIONBEHAVIORSYSTEMSDYES
ISSN
0887-624X
Abstract
Thiol-responsive micelles consisting of novel nonionic gemini surfactants with a cystine disulfide spacer are reported. The gemini surfactants, (C 18-Cys-mPEG)2 and ((C18)2-Lys-Cys- mPEG)2, were synthesized from polyethylene glycol, cysteine, and stearic acid, and their structures were confirmed by 1H NMR and gel permeation chromatography. (C18-Cys-mPEG)2 and ((C 18)2-Lys-Cys-mPEG)2 formed micelles with average diameters of 13 and 22 nm above the critical micelle concentration of 6.5 and 4.7 μg mL-1, respectively. The micelles of ((C 18)2-Lys-Cys-mPEG)2 containing more stearoyl groups showed encapsulated more hydrophobic indomethacin (IMC) with higher entrapment efficiencies than those of (C18-Cys-mPEG)2. The gemini surfactant micelles exhibited an accelerated release of encapsulated IMC with the concentration of the reducing agent, glutathione (GSH), whereas they were unaffected by the presence of reduced GSH (GSSG). The 3-(4,5- dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl) -2H-tetrazolium studies revealed the noncytotoxic nature of the gemini surfactant micelles. © 2013 Wiley Periodicals, Inc.
URI
http://hdl.handle.net/20.500.11750/5266
DOI
10.1002/pola.27036
Publisher
Wiley Blackwell
Related Researcher
  • 김현철 Kim, Hyun-Chul
  • Research Interests Nanomedicine; Polymer Drug Conjugates; Drug Delivery System
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Division of Biomedical Technology 1. Journal Articles
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