A Linear-Hyperbranched Supramolecular Amphiphile and Its Self-Assembly into Vesicles with Great Ductility

School of Chemistry & Chemical Engineering, State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, PR China.
Journal of the American Chemical Society (Impact Factor: 12.11). 01/2012; 134(2):762-4. DOI: 10.1021/ja207924w
Source: PubMed


A linear-hyperbranched supramolecular amphiphile was synthesized through the noncovalent coupling of adamantane-functionalized long alkyl chain (AD-C(n), n = 12, 18, 30) and hyperbranched polyglycerol grafted from β-cyclodextrin (CD-g-HPG) by the specific AD/CD host-guest interactions. The obtained supramolecular C(n)-b-HPGs self-assembled into unilamellar vesicles with great ductility that could be disassembled readily under a competitive host of β-CD.

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    • "Supramolecular host–guest recognition through noncovalent interaction is a significant method for the assembly of large functional structures [1] [2]. The host–guest interaction is extensively used to construct nanoscale electrochemical devices in the field of molecular recognition [3] [4] [5] because its recognition motifs are specific and bioorthogonal and can be used without an additional catalyst [6]. "
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    ABSTRACT: Cyclodextrins (CDs) are extensively used in nanoscale electrochemical devices because of their outstanding host-guest molecular recognition capability. In this study, uniform, monodispersed 4.5 nm gold nanoparticles (Au NPs) were anchored onto carboxylic graphene nanosheets (CGS) using a green approach performed under mild conditions and without using any additional surfactant or reductant. A dual β-CD (SH/NH2-β-CD)-functionalized Au@CGS (β-CD-Au@CGS) nanohybrid was successfully fabricated by subsequent conjugation of β-CD with the aid of thiol and carboxyl groups. Simultaneous electrochemical determination of hydroquinone (HQ) and p-nitrophenol (PNP) using a β-CD-Au@CGS nanohybrid-modified glassy carbon electrode was conducted. Differential pulse voltammetry was used to simultaneously quantify HQ and PNP within the concentration range of 0.01-200 μM under optimal conditions. The limits of quantification for both HQ and PNP were 0.01 μM. The detection limits (S/N = 3) of the β-CD-Au@CGS-nanohybrid electrode for HQ and PNP were 6.5 and 3.8 nM, respectively. Interference study results demonstrated that several similar aromatic compounds did not interfere during the determination of HQ and PNP, indicating the high selectivity of the β-CD-Au@CGS-nanohybrid electrode. The low detection limit and high selectivity of the proposed electrochemical sensor were caused by the high surface area, the excellent conductivity, and the high host-guest molecular recognition capability of the β-CD-Au@CGS nanohybrids.
    Full-text · Article · Feb 2015 · Sensors and Actuators B Chemical
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    • "For this purpose, a new kind of “dumbbell-shape” supramolecular amphiphile (supra-amphiphile) has been designed as shown in Figure 1. Supra-amphiphiles refer to amphiphiles that are formed on the basis of noncovalent interactions3536373839. The advantages of supra-amphiphiles relate to their noncovalently synthesized nature, so the time-consuming covalent synthesis and purification process can be avoided to some extent. "
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    ABSTRACT: The aromatic chromophores, for example, perylene diimides (PDIs) are well known for their desirable absorption and emission properties. However, their stacking nature hinders the exploitation of these properties and further applications. To fabricate emissive aggregates or solid-state materials, it has been common practice to decrease the degree of stacking of PDIs by incorporating substituents into the parent aromatic ring. However, such practice often involves difficultorganic synthesis with multiple steps. A supramolecular approach is established here to fabricate highly fluorescent and responsive soft materials, which has greatly decreases the number of required synthetic steps and also allows for a system with switchable photophysical properties. The highly fluorescent smart material exhibits great adaptivity and can be used as a supramolecular sensor for the rapid detection of spermine with high sensitivity and selectivity, which is crucial for the early diagnosis of malignant tumors.
    Full-text · Article · Aug 2013 · Scientific Reports
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    ABSTRACT: A polyhedral oligomeric silsesquioxane (POSS)-based supramolecular amphiphile is prepared from the host-guest inclusion complexation between a mono adamantane-functionalized POSS (AD-POSS) and a β-cyclodextrin oligomer (P(β-CD)). Assisted by the interface of H(2)O/toluene, the obtained supramolecular hybrids self-assemble into stable hollow nanospheres with thick walls. These hollow nanospheres aggregate together into a sphere layer through a spin coating technique, which then further transforms into a thin porous film containing nanometer-scale holes. The hollow nanospheres have a low cytotoxicity. The in vitro cell culture indicates the nanoporous films promote adhesion and proliferation of cells. The self-assembly morphologies and structures have been carefully characterized by SEM, TEM, AFM, DLS, XPS and water-contact angle measurements, and the self-assembly mechanism has also been discussed.
    No preview · Article · May 2012 · Macromolecular Rapid Communications
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