Disulfide-stabilized poly(methacrylic acid) capsules: Formation, cross-linking, and degradation behavior

被引:164
作者
Zelikin, Alexander N. [1 ]
Li, Qi [1 ]
Caruso, Frank [1 ]
机构
[1] Univ Melbourne, Ctr Nanosci & Nanotechnol, Dept Chem & Biomol Engn, Parkville, Vic 3010, Australia
关键词
D O I
10.1021/cm703403p
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We report the preparation of monodisperse, single-component degradable polymer capsules for potential applications in encapsulation, catalysis, and controlled drug delivery. The synthesized capsules, composed entirely of poly(metbacrylic acid) (PMA), are obtained by the sequential deposition of thiolated poly(methacrylic acid) (PMA(SH)) and poly(vinylpyrrolidone) (PVPON) onto silica particles, controlled oxidation of thiol groups into bridging disulfide linkages in the PMA(SH), removal of the silica particles, and finally, release of PVPON by altering the solution pH to disrupt hydrogen bonding between PMA(SH) and PVPON. The PMA capsules are held together solely through biodegradable disulfide linkages. We demonstrate that the capsules undergo reversible swelling in response to changes in external pH, and degrade in the presence of a physiological concentration of a natural thiol-containing peptide; glutathione. These capsules are of interest for in vivo applications, where degradation of the capsules, through cleavage of the disulfide bonds, can be facilitated by the reducing environment within cells.
引用
收藏
页码:2655 / 2661
页数:7
相关论文
共 40 条
[1]   Polyelectrolyte multilayer capsules as vehicles with tunable permeability [J].
Antipov, AA ;
Sukhorukov, GB .
ADVANCES IN COLLOID AND INTERFACE SCIENCE, 2004, 111 (1-2) :49-61
[2]   A new pH-responsive and glutathione-reactive, endosomal membrane-disruptive polymeric carrier for intracellular delivery of biomolecular drugs [J].
Bulmus, V ;
Woodward, M ;
Lin, L ;
Murthy, N ;
Stayton, P ;
Hoffman, A .
JOURNAL OF CONTROLLED RELEASE, 2003, 93 (02) :105-120
[3]   Fabrication of a covalently attached self-assembly multilayer film via H-bonding attraction and subsequent UV-irradiation [J].
Chen, JY ;
Cao, WX .
CHEMICAL COMMUNICATIONS, 1999, (17) :1711-1712
[4]  
De Geest BG, 2007, CHEM SOC REV, V36, P636, DOI 10.1039/b600460c
[5]   OXIDATION OF GLUTATHIONE BY HYDROGEN-PEROXIDE AND OTHER OXIDIZING-AGENTS [J].
FINLEY, JW ;
WHEELER, EL ;
WITT, SC .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1981, 29 (02) :404-407
[6]   Approaches to quantifying and visualizing polyelectrolyte multilayer film formation on particles [J].
Johnston, Angus P. R. ;
Zelikin, Alexander N. ;
Lee, Lillian ;
Caruso, Frank .
ANALYTICAL CHEMISTRY, 2006, 78 (16) :5913-5919
[7]   Layer-by-layer engineered capsules and their applications [J].
Johnston, Angus P. R. ;
Cortez, Christina ;
Angelatos, Alexandra S. ;
Caruso, Frank .
CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 2006, 11 (04) :203-209
[8]   Redox state of glutathione in human plasma [J].
Jones, DP ;
Carlson, JL ;
Mody, VC ;
Cai, JY ;
Lynn, MJ ;
Sternberg, P .
FREE RADICAL BIOLOGY AND MEDICINE, 2000, 28 (04) :625-635
[9]   Functionalization of carbon nanotubes via cleavable disulfide bonds for efficient intracellular delivery of siRNA and potent gene silencing [J].
Kam, NWS ;
Liu, Z ;
Dai, HJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (36) :12492-12493
[10]   Poly(methacrylic acid) hydrogel films and capsules: Response to pH and ionic strength, and encapsulation of macromolecules [J].
Kozlovskaya, V ;
Kharlampieva, E ;
Mansfield, ML ;
Sukhishvili, SA .
CHEMISTRY OF MATERIALS, 2006, 18 (02) :328-336