484046-57-3Relevant academic research and scientific papers
Water-soluble cavitands - Synthesis, solubilities and binding properties
Middel, Oskar,Verboom, Willem,Reinhoudt, David N.
, p. 2587 - 2597 (2002)
Water-soluble cavitand receptors have been obtained by the introduction of ionizable groups (5, 21-28, 39) and neutral hydrophilic tetraethylene glycol based dendritic wedges (19, 20). The synthesis of these cavitands and a study of their water solubiliti
Nanostructured Micelle Nanotubes Self-Assembled from Dinucleobase Monomers in Water
Aparicio, Fátima,Casado, Santiago,Chamorro, Paula B.,Chamorro, Raquel,González-Rodríguez, David
, p. 17091 - 17096 (2020/07/30)
Despite the central importance of aqueous amphiphile assemblies in science and industry, the size and shape of these nano-objects is often difficult to control with accuracy owing to the non-directional nature of the hydrophobic interactions that sustain them. Here, using a bioinspired strategy that consists of programming an amphiphile with shielded directional Watson–Crick hydrogen-bonding functions, its self-assembly in water was guided toward a novel family of chiral micelle nanotubes with partially filled lipophilic pores of about 2 nm in diameter. Moreover, these tailored nanotubes are successfully demonstrated to extract and host molecules that are complementary in size and chemical affinity.
Enantiopure laterally functionalized alleno-acetylenic macrocycles: Synthesis, chiroptical properties, and self-assembly in aqueous media
Tzirakis, Manolis D.,Alberti, Mariza N.,Weissman, Haim,Rybtchinski, Boris,Diederich, Franois
, p. 16070 - 16073 (2015/02/19)
A family of shape-persistent alleno-acetylenic macrocycles (SPAAMs), peripherally decorated with structurally diverse pendant groups, has been synthesized and characterized in enantiomerically pure form. Their electronic circular dichroism (ECD) spectra f
Controlled stacking and unstacking of peripheral chlorophyll units drives the spring-like contraction and expansion of a semi-artificial helical polymer
Numata, Munenori,Kinoshita, Daiki,Hirose, Naoya,Kozawa, Tomohiro,Tamiaki, Hitoshi,Kikkawa, Yoshihiro,Kanesato, Masatoshi
, p. 1592 - 1598 (2013/03/14)
Developing new strategies for controlling polymer conformations through precise molecular recognition can potentially generate a machine-like motion that is dependent on molecular information - an important process for the preparation of new intelligent nanomaterials (e.g., polymer-based nanomachines) in the field bordering between polymer chemistry and conventional supramolecular sciences. Herein, we propose a strategy to endow a helical polymer chain with dynamic spring-like (contraction/expansion) motion through the one-dimensional self-assembly (aggregation/disaggregation) of peripheral amphiphilic molecules. In this developing system, we employed a semi-artificial helical polysaccharide presenting peripheral amphiphilic chlorophyll units as a power device that undergoes contractive motion in aqueous media, driven by strong π-π interactions of its chlorophyll units or by cooperative molecular recognition of bipyridyl-type ligands through pairs of chlorophyll units, thereby converting molecular information into the regulated motion of a spring. In addition, this system also undergoes expansive motion through coordination of pyridine. We anticipate that this strategy will be applicable (when combined with the established wrapping chemistry of the helical polysaccharide) to the development of, for example, drug carriers (e.g., nano-syringes), actuators (stimuli-responsive films), and directional transporters (nano-railways), thereby extending the frontiers of supramolecular science. Copyright
Dynamic amphiphile libraries to screen for the "fragrant" delivery of siRNA into HeLa cells and human primary fibroblasts
Gehin, Charlotte,Montenegro, Javier,Bang, Eun-Kyoung,Cajaraville, Ana,Takayama, Shota,Hirose, Hisaaki,Futaki, Shiroh,Matile, Stefan,Riezman, Howard
, p. 9295 - 9298 (2013/07/26)
Dynamic amphiphiles are amphiphiles with dynamic covalent bridges between their hydrophilic heads and their hydrophobic tails. Their usefulness to activate ion transporters, for odorant release, and for differential sensing of odorants and perfumes, has been demonstrated recently. Here, we report that the same "fragrant" dynamic amphiphiles are ideal to screen for new siRNA transfection agents. The advantages of this approach include rapid access to fairly large libraries of complex structures, and possible transformation en route to assist uptake and minimize toxicity. We report single-component systems that exceed the best commercially available multicomponent cocktails with regard to both efficiency and velocity of EGFP knockdown in HeLa cells. In human primary fibroblasts, siRNA-mediated enzyme knockdown nearly doubled from >30% for Lipofectamine to >60% for our best hit. The identified structures were predictable neither from literature nor from results in fluorogenic vesicles and thus support the importance of conceptually innovative screening approaches.
Microflow-driven temporal self-assembly of amphiphilic molecules
Numata, Munenori,Takayama, Momoko,Shoji, Sunao,Tamiaki, Hitoshi
, p. 1689 - 1691 (2013/02/25)
A dynamic oilwater interface generated in a double-Yshaped microfluidic device allowed amphiphilic molecules to self-assemble spontaneously for a set period of time, leading to the creation of discrete supramolecular coordination polymers. After elution f
Convergent synthesis of AB2-AB3 hybrid-type of amphiphilic oligoethyleneoxy-modified poly(benzyl ether) dendrons
Tang, Dai-Hua,Fan, Qing-Hua
, p. 698 - 699 (2007/10/03)
A new class of AB2-AB3 hybrid-type of amphiphilic oligoethyleneoxy-modified poly(benzyl ether) dendrons has been synthesised by a convergent route.
Supramolecular organisation of oligo(p-phenylenevinylene) at the air-water interface and in water
Jonkheijm, Pascal,Fransen, Michel,Schenning, Albertus P.H.J.,Meijer
, p. 1280 - 1286 (2007/10/03)
Two novel chiral (bola)amphiphilic oligo(p-phenylenevinylene)s (OPVs) have been synthesised and fully characterised. Decoration of the hydrophobic OPV backbone with a hydrophilic tris[tetra(ethylene oxide)]benzene wedge on one side and a hydrophobic tris(
