Fullerene encapsulation with calix[5]arenes

Haino, Takeharu; Yanase, Manabu; Fukunaga, Chigusa; Fukazawa, Yoshimasa

doi:10.1016/j.tet.2005.07.121

Cited by 78 publications

(97 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These findings open the possibility for transferring individual molecules of fullerene to biological cells via liposome interaction with cell membrane. Other macromolecules such as calixarene [21], polyvinylpyrrolidone (PVP) [22][23][24], lecithin [25] have been used to prepare water stable C 60 aggregates. Surfactant solutions also offer a versatile solubilization method, since the micellar environment is chemically inert towards fullerenes.…”

Section: Introductionmentioning

confidence: 99%

Solubilization of fullerene C60 in micellar solutions of different solubilizers

Torres

Poša

Srdjenović

et al. 2011

Colloids and Surfaces B: Biointerfaces

112

View full text Add to dashboard Cite

a b s t r a c tFullerene (C 60 ), the third carbon allotrope, is a classical engineered material with the potential application in biomedicine. However, extremely high hydrophobicity of fullerene hampers its direct biomedical evaluation and application. In this work, we investigated the solubilization of fullerene using 9 different solubility enhancers: Tween 20, Tween 60, Tween 80, Triton X-100, PVP, polyoxyethylene (10) lauryl ether, n-dodecyl trimethylammonium chloride, myristyl trimethylammonium bromide and sodium dodecyl sulphate and evaluated its antioxidant activity in biorelevant media. The presence of C 60 entrapped in surfactant micelles was confirmed by UV/VIS spectrometry. The efficacy of each modifier was evaluated by chemometric analysis using experimental data for investigating the relationship between solubilization and particle size distribution. Hierarchical clustering and principal component analysis was applied and showed that non-ionic surfactants provide better solubilization efficacy (>85%). A correlation was established (r = 0.975) between the degree of solubilization and the surfactant structure. This correlation may be used for prediction of C 60 solubilization with non-tested solubility modifiers. Since the main potential biomedical applications of fullerene are based on its free radical quenching ability, we tested the antioxidant potential of fullerene micellar solutions. Lipid peroxidation tests showed that the micellar solutions of fullerene with Triton and polyoxyethylene lauryl ether kept high radical scavenging activity, comparable to that of aqueous suspension of fullerene and BHT. The results of this work provide a platform for further solubilization and testing of pristine fullerene and its hydrophobic derivatives in a biological benign environment.

show abstract

Section: Introductionmentioning

confidence: 99%

Solubilization of fullerene C60 in micellar solutions of different solubilizers

Torres

Poša

Srdjenović

et al. 2011

Colloids and Surfaces B: Biointerfaces

112

View full text Add to dashboard Cite

show abstract

“…Inclusion of metallofullerene into a cavitand-based self-assembled cage was realized by Pirondini et al [56]. Haino and coworkers reported fullerene encapsulation by calix [5]arene [57]. They also reported encapsulation of various guests within similar hosts [58].…”

Section: Small Molecule Assemblymentioning

confidence: 99%

Challenges and breakthroughs in recent research on self-assembly

Ariga

Hill

Lee

et al. 2008

Science and Technology of Advanced Materials

739

410

View full text Add to dashboard Cite

The controlled fabrication of nanometer-scale objects is without doubt one of the central issues in current science and technology. However, existing fabrication techniques suffer from several disadvantages including size-restrictions and a general paucity of applicable materials. Because of this, the development of alternative approaches based on supramolecular self-assembly processes is anticipated as a breakthrough methodology. This review article aims to comprehensively summarize the salient aspects of self-assembly through the introduction of the recent challenges and breakthroughs in three categories: (i) types of self-assembly in bulk media; (ii) types of components for self-assembly in bulk media; and (iii) self-assembly at interfaces.

show abstract

“…At approximately the same time, the groups of Raston and Shinkai, working independently, reported the selective purification of C 60 from fullerene soot by its selective association with p-tert-butylcalix [8]arene [21,22]. Drawing from these seminal investigations, several receptors based on calixarenes-mainly calix [5]arenes-have been described [23][24][25][26][27][28][29][30][31][32][33][34].…”

Section: Historical Notes On the Noncovalent Chemistry Of Fullerenesmentioning

confidence: 99%

Energy, supramolecular chemistry, fullerenes, and the sky

Pérez

2010

Pure and Applied Chemistry

View full text Add to dashboard Cite

The search for cleaner and more abundant sources of energy is one of the major scientific challenges of the 21 st century. Owing to its privileged position as the central science, chemistry is bound to play a leading role in this quest. Within the search for new materials for organic photovoltaics, some of the work we have carried out concerning the supramolecular chemistry of electron donor and acceptor molecules is presented.

show abstract

Fullerene encapsulation with calix[5]arenes

Cited by 78 publications

References 47 publications

Solubilization of fullerene C60 in micellar solutions of different solubilizers

Solubilization of fullerene C60 in micellar solutions of different solubilizers

Challenges and breakthroughs in recent research on self-assembly

Energy, supramolecular chemistry, fullerenes, and the sky

Contact Info

Product

Resources

About