Redox-responsive vesicles prepared from supramolecular cyclodextrin amphiphiles.
Redox-responsive vesicles self-assembled by supramolecular cyclodextrin amphiphiles, consisting of the guest (N-1-decyl-ferrocenylmethylamine, 1) and the host (2-O-carboxymethyl-beta-cyclodextrin, CM-beta-CD), were prepared. The morphologies and sizes of these novel vesicles in an aqueous solution were observed by transmission electron microscopy (TEM) and were confirmed by atomic force microscopy (AFM) and dynamic light scattering (DLS) measurements. The effects of the host-guest ratio, the concentration and the solvent composition of water and methanol on vesicles were investigated in detail. The interactions between the host and the guest, the complex stoichiometry, the stability constant and conformations of 1.CM-beta-CD in aqueous solution were investigated by cyclic voltammetry (CV), UV and nuclear magnetic resonance (NMR) measurements. According to the complex stoichiometry and 'tadpole-like' spatial conformations, the supramolecular cyclodextrin amphiphiles made from 1.CM-beta-CD were proposed to form the membranes of the vesicles. This kind of vesicle system was responsive to an oxidizing agent, which could pave the way to combine supramolecular host-guest chemistry and membrane chemistry for potentially functional applications.
Zhang
Huacheng
H
School of Chemistry and Chemical Engineering and Key Laboratory of Colloid and Interface Chemistry, Ministry of Education, Shandong University, Jinan 250100, PR China.
An
Wei
W
Liu
Zhaona
Z
Hao
Aiyou
A
Hao
Jingcheng
J
Shen
Jian
J
Zhao
Xiaohui
X
Sun
Hongyuan
H
Sun
Lizhen
L
D003505:Cyclodextrins / Q000737:chemistry*; D004563:Electrochemistry; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D018625:Microscopy, Atomic Force; D046529:Microscopy, Electron, Transmission; D008968:Molecular Conformation; D016877:Oxidants / Q000737:chemistry; D010084:Oxidation-Reduction; D012542:Scattering, Radiation; D012995:Solubility; D014867:Water / Q000737:chemistry
D003505:Cyclodextrins; D016877:Oxidants; D014867:Water