Redox- and pH-Controlled Mechanized Nanoparticles

被引:91
作者
Khashab, Niveen M. [3 ]
Trabolsi, Ali [3 ]
Lau, Yuen A. [1 ,2 ]
Ambrogio, Michael W. [3 ]
Friedman, Douglas C. [3 ]
Khatib, Hussam A. [3 ]
Zink, Jeffrey I. [1 ,2 ]
Stoddart, J. Fraser [3 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[2] Univ Calif Los Angeles, Calif NanoSyst Inst, Los Angeles, CA 90095 USA
[3] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
基金
美国国家科学基金会;
关键词
Ferrocene; Nanoparticles; Cucurbit[7]uril; beta-Cyclodextrin; Redox chemistry; HOST-GUEST COMPLEXATION; BETA-CYCLODEXTRIN; FERROCENE DERIVATIVES; MESOPOROUS SILICA; INCLUSION COMPLEXATION; MOLECULAR RECOGNITION; BINDING INTERACTIONS; CUCURBITURIL; VIOLOGENS; DELIVERY;
D O I
10.1002/ejoc.200801300
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new class of mechanized silica nanoparticles, which exploits the stability of the inclusion complexes formed between ferrocenedicarboxylic acid and both cucurbit[7]uril (CB7) and beta-cyclodextrin (beta-CD), are described. Mesoporous silica nanoparticles, capable of storing a payload of small molecules and releasing it following particular activation processes, have been designed and decorated with ferrocenecarboxylic acid stalks. The storage and release of the payload is controlled by the host-guest interaction between the ferrocene moiety (guest) and the ring moiety (CB7 or beta-CD). Ferrocene-based Mechanized NanoParticles (FMNPs) were efficiently prepared, loaded with Rhodamine dye, and then tested under different activation procedures. The systems operated successfully under redox control (oxidation of ferrocenedicarboxylic acid) in the presence of P-CD and under pH control (deprotonation of ferrocenedicarboxylic acid pH > 4) in the presence of CB7. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码:1669 / 1673
页数:5
相关论文
共 69 条
[1]   Organometallic polymers of the transition metals [J].
Abd-El-Aziz, AS .
MACROMOLECULAR RAPID COMMUNICATIONS, 2002, 23 (17) :995-1031
[2]   pH-responsive supramolecular nanovalves based on cucurbit[6]uril pseudorotaxanes [J].
Angelos, Sarah ;
Yang, Ying-Wei ;
Patel, Kaushik ;
Stoddart, J. Fraser ;
Zink, Jeffrey I. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (12) :2222-2226
[3]   Meslostructured silica supports for functional materials and molecular machines [J].
Angelos, Sarah ;
Johansson, Erik ;
Stoddart, J. Fraser ;
Zink, Jeffrey I. .
ADVANCED FUNCTIONAL MATERIALS, 2007, 17 (14) :2261-2271
[4]  
Angelos S, 2007, J PHYS CHEM C, V111, P6589, DOI 10.1021/jp0707211
[5]   Development of magnetic nanostructured silica-based materials as potential vectors for drug-delivery applications [J].
Arruebo, M ;
Galán, M ;
Navascués, N ;
Téllez, C ;
Marquina, C ;
Ibarra, MR ;
Santamaría, J .
CHEMISTRY OF MATERIALS, 2006, 18 (07) :1911-1919
[6]  
Astruc D., 1995, Electron Transfer and Radical Processes in Transition-Metal Chemistry
[7]   The syntheses and catalytic applications of unsymmetrical ferrocene ligands [J].
Atkinson, RCJ ;
Gibson, VC ;
Long, NJ .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (05) :313-328
[8]   Confinement and controlled release of bisphosphonates on ordered mesoporous silica-based materials [J].
Balas, Francisco ;
Manzano, Miguel ;
Horcajada, Patricia ;
Vallet-Regi, Maria .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (25) :8116-8117
[9]   Silica particles:: A novel drug-delivery system [J].
Barbé, C ;
Bartlett, J ;
Kong, LG ;
Finnie, K ;
Lin, HQ ;
Larkin, M ;
Calleja, S ;
Bush, A ;
Calleja, G .
ADVANCED MATERIALS, 2004, 16 (21) :1959-1966
[10]   OPTIMIZATION OF METALLOCENE SUBSTRATES FOR BETA-CYCLODEXTRIN REACTIONS [J].
BRESLOW, R ;
TRAINOR, G ;
UENO, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (09) :2739-2744