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Fullerene C60

Sophie Langis-Barsetti, Thierry Maris, James D Wuest
Derivatives of 2,1,3-benzothiadiazole (1) are widely used in many areas of science and are particularly valuable as components of active layers in various thin-film optoelectronic devices. Even more effective benzothiadiazoles are likely to result if a deeper understanding of their preferred patterns of molecular association can be acquired. To provide new insight, we have analyzed the structures of compounds in which multiple benzothiadiazole units are attached to well-defined planar and nonplanar molecular cores...
April 21, 2017: Journal of Organic Chemistry
Xiang Chen, Huanlin Chen, Jian Guan, Jieming Zhen, Zijun Sun, Pingwu Du, Yalin Lu, Shangfeng Yang
Graphitic carbon nitride (g-C3N4) as an emerging two-dimensional (2D) nanomaterial has been commonly used as a metal-free photocatalyst with potential applications in visible light photocatalytic water-splitting. However, the photocatalytic activity of g-C3N4 is quite low due to its relatively large band gap and the existence of contact resistance between the nanosheets. Herein we report for the first time the facile synthesis of a covalently bonded g-C3N4/C60 hybrid via a solid-state mechanochemical route and its application in photocatalytic hydrogen production under visible light...
April 19, 2017: Nanoscale
Mayank Joshi, Pramod Kumar, Rajendra Kumar, Gajanand Sharma, Bhupinder Singh, Om Prakash Katare, Kaisar Raza
The purpose of study was to conjugate and evaluate methotrexate with C60-fullerenes and multi-walled carbon nanotubes (MWCNTs) for better drug delivery to cancer cells, and also to compare these two systems. C60-fullerenes and MWCNTs were functionalized by 1,3-dipolar cycloaddition using glycine and paraformaldehyde. Methotrexate (MTX) was esterified and conjugated to the functionalized carbon-based carriers. The conjugates were characterized for micromeritics and drug conjugation. The systems were evaluated for drug release in various pH, MTT cytotoxicity assay, protein binding, cellular uptake, haemolytic profile and pharmacokinetics...
June 1, 2017: Materials Science & Engineering. C, Materials for Biological Applications
Lijuan Bai, Yuhan Chen, Yan Bai, Yongjie Chen, Jing Zhou, Ailong Huang
Tuberculosis caused by Mycobacterium tuberculosis (MTB) is still a major threat to global public health. However, the existing methods for MTB detection are usually complicated and time consuming with unsatisfactory sensitivity and specificity. In this work, a relatively simple and ultrasensitive electrochemical aptasensor based on novel signal generation and amplification was constructed for the determination of MTB antigen MPT64. The coil-like fullerene (C60)-doped polyaniline (C60-PAn) nanohybrids with large surface area, abundant active groups and excellent electric performance were synthesized and used both as new redox nanoprobe and catalyst for the generation and amplification of electrochemical signal for the first time...
April 12, 2017: Biomaterials
Koki Ikemoto, Ryo Kobayashi, Sota Sato, Hiroyuki Isobe
Complexation of C60 at a conical region of a nanometer-sized geodesic phenylene bowl has been demonstrated. Proton NMR spectroscopy showed formation of a 1:1 complex that was driven by entropy gains for the assembly. Crystallographic analyses revealed its unique ball-in-bowl structure, and the presence of smoothly curved surfaces was unveiled at their interfaces.
April 14, 2017: Organic Letters
Margarita Suarez, Alberto Ruiz, Luis Almagro, Julieta Coro, Enrique E Maroto, Salvatore Filippone, Dolores Molero, Roberto Martinez-Alvarez, Nazario Martín
The diastereoselective synthesis of cis and trans steroid-fulleropyrrolidines hybrids by reaction of N-metalated azomethine ylides [Cu(II) or Ag(I)] with the appropriate chiral ligand and C60 is described. The experimental findings reveal that the azomethine ylide stabilized by an allylic group cycloadds to [60]fullerene in an efficient manner and with a good diastereomeric excess. Furthermore, the new generated stereocenters are fully controlled by the catalytic systems used without being influenced by the chirality of the steroid...
April 13, 2017: Journal of Organic Chemistry
Beatriz M Illescas, Javier Rojo, Rafael Delgado, Nazario Martín
The infection of humans by lethal pathogens such as Ebola and other related viruses has not been properly addressed so far. In this context, a relevant question arises: What can chemistry do in the search for new strategies and approaches to solve this emergent problem? Although initially a variety of known chemical compounds-for other purposes-proved disappointing in tests against Ebola virus (EBOV) infection, more recently, specific molecules have been prepared. In this Perspective, we present new approaches directed at the design of efficient entry inhibitors to minimize the development of resistance by viral mutations...
April 20, 2017: Journal of the American Chemical Society
A Herreros-López, M Carini, T Da Ros, T Carofiglio, C Marega, V La Parola, V Rapozzi, L E Xodo, Ali A Alshatwi, C Hadad, M Prato
The covalent grafting of two amino-fullerene C60 derivatives (C60-LC-NH2 and C60-SC-NH2, LC=long chain and SC=short chain) onto the surface of TEMPO oxidized nanocrystalline cellulose (NCC-COOH) has been reported for the first time. These hybrids (NCC-LC-C60 and NCC-SC-C60) form stable colloidal suspensions at concentrations up to 0.5mg/mL and act as effective photosensitizers for singlet oxygen production as demonstrated by the oxidation of L-methionine-methyl ester to the corresponding sulphoxide. Using the same approach, in a one-pot reaction both a fluorescent target molecule (FITC-LC-NH2) and the C60-LC-NH2 derivative have been successfully attached covalently onto the NCC-COOH surface...
May 15, 2017: Carbohydrate Polymers
Nassir Mojarad, Jean-Nicolas Tisserant, Hannes Beyer, Hao Dong, Patrick A Reissner, Yuriy Fedoryshyn, Andreas Stemmer
We report on using 100 keV electrons to obtain amorphous carbon from aliphatic and fullerene molecules, and study this process by monitoring their Raman signal. In this regard, we use self-assembled monolayers of gold nanoparticles to provide high electromagnetic field enhancement, which allows the detection of the Raman signal from even nanometer-thick layers of analyte. Our results show different dynamics in the amorphization process of the two molecules, although both show suppression of their original vibrational resonances even at low exposure doses...
April 21, 2017: Nanotechnology
Xian-Sheng Ke, Taeyeon Kim, James T Brewster, Vincent M Lynch, Dongho Kim, Jonathan L Sessler
An expanded rosarian (P3P6) with a bowl-like conformation has been prepared and characterized in a one-pot procedure that involves condensing a bispyrrole pyridine precursor (P1P2) with benzaldehyde, followed by oxidation. Single crystal X-ray diffraction analysis reveals a bowl-like conformation in the solid state with an upper rim diameter defined by the meso-phenyl substituents of ca. 13.5 Å and a depth of roughly 6.3 Å. P3P6 forms both 1:1 and 2:1 complexes with C60 in the solid state. DFT reveals similar energies for the two binding modes...
March 24, 2017: Journal of the American Chemical Society
Vesna Jacevic, Aleksandar Djordjevic, Branislava Srdjenovic, Vukosava Milic-Tores, Zoran Segrt, Viktorija Dragojevic-Simic, Kamil Kuca
Doxorubicin (DOX), commonly used antineoplastic agent, affects bone marrow, intestinal tract and heart, but it also has some hepatotoxic effects. Main mechanism of its toxicity is the production of free reactive oxygen species. Polyhidroxilated C60 fullerene derivatives, fullerenol nanoparticles (FNP), act as free radical scavengers in in vitro systems. The aim of the study was to investigate potential FNP protective role against DOX-induced hepatotoxicity in rats. Experiments were performed on adult male Wistar rats...
March 16, 2017: Experimental and Molecular Pathology
Ming-Chung Yang, Akhilesh K Sharma, W M C Sameera, Keiji Morokuma, Ming-Der Su
The addition reaction of M(Cl)(CO)(PPh3)2 (M = Rh, Ir) and M(PPh3)2 (M = Pd, Pt) fragments with X@C60 (X = 0, Li(+)) were characterized by density functional theory (DFT) and the artificial force-induced reaction (AFIR) method. The calculated free energy profiles suggested that the η(2)[6:6]-addition is the most favorable reaction, which is consistent with the experimental observations. In the presence of Li(+) ion, the reaction is highly exothermic, leading to η(2)[6:6] product of L4IrLi(+)@C60. In contrast, an endothermic reaction was observed in the absence of a Li(+) ion...
March 24, 2017: Journal of Physical Chemistry. A
Tsukasa Futagoishi, Tomoko Aharen, Tatsuhisa Kato, Azusa Kato, Toshiyuki Ihara, Tomofumi Tada, Michihisa Murata, Atsushi Wakamiya, Hiroshi Kageyama, Yoshihiko Kanemitsu, Yasujiro Murata
A supramolecular complex was constructed by encapsulation of a (3) O2 molecule inside an open-cage C60 derivative. Its single-crystal X-ray diffraction analysis revealed the presence of the (3) O2 at the center of the fullerene cage. The CV measurements suggested that unprecedented dehydrogenation was promoted by the encapsulated (3) O2 after two-electron reduction. The ESR measurements displayed the triplet character as well as the anisotropy of the (3) O2 . Additionally, the SQUID measurements also demonstrated the paramagnetic behavior above 3 K without an antiferromagnetic transition...
April 3, 2017: Angewandte Chemie
Jessica A Alexander, Frank J Scheltens, Lawrence F Drummy, Michael F Durstock, Fredrik S Hage, Quentin M Ramasse, David W McComb
Advances in electron monochromator technology are providing opportunities for high energy resolution (10 - 200meV) electron energy-loss spectroscopy (EELS) to be performed in the scanning transmission electron microscope (STEM). The energy-loss near-edge structure in core-loss spectroscopy is often limited by core-hole lifetimes rather than the energy spread of the incident illumination. However, in the valence-loss region, the reduced width of the zero loss peak makes it possible to resolve clearly and unambiguously spectral features at very low energy-losses (<3eV)...
March 2, 2017: Ultramicroscopy
Victor A Brotsman, Vitaliy A Ioutsi, Alexey V Rybalchenko, Vitaliy Yu Markov, Nikita M Belov, Natalia S Lukonina, Sergey I Troyanov, Ilya N Ioffe, Vasiliy A Trukhanov, Galina K Galimova, Artur A Mannanov, Dmitry N Zubov, Erhard Kemnitz, Lev N Sidorov, Tatiana V Magdesieva, Dmitry Yu Paraschuk, Alexey A Goryunkov
A series of novel highly soluble double-caged [60]fullerene derivatives were prepared by means of lithium salt-assisted [2+3]-cycloaddition. The bispheric molecules feature rigid linking of the fullerene spheres via a four-membered cycle and a pyrrolizidine bridge with an ester function CO2R (R=n-decyl, n-octadecyl, benzyl, and n-butyl: compounds 1a-d, respectively), as demonstrated by NMR spectroscopy and X-ray diffraction. Cyclic voltammetry studies revealed three closely overlapping pairs of reversible peaks due to consecutive one-electron reductions of fullerene cages, as well as an irreversible oxidation peak attributed to abstraction of an electron from the nitrogen lone electron pair...
March 9, 2017: Chemistry, An Asian Journal
Rakesh Gupta, Beena Rai
The molecular level permeation mechanism of fullerenes and its derivatives through human skin could open a vast area for designing novel nanoparticles for cosmetics and drug delivery applications. In this study, we report the permeation mechanism of pristine fullerene C60 for the first time through the skin lipid layer, as determined via prolonged unconstrained and constrained coarse-grained molecular dynamics simulations. The skin layer was modelled as an equimolar ratio of ceramides, cholesterol and free fatty acids...
March 10, 2017: Nanoscale
Hui Xiong, Benoit Mignolet, Li Fang, Timur Osipov, Thomas J A Wolf, Emily Sistrunk, Markus Gühr, Francoise Remacle, Nora Berrah
The interaction of gas phase endohedral fullerene Ho3N@C80 with intense (0.1-5 × 10(14) W/cm(2)), short (30 fs), 800 nm laser pulses was investigated. The power law dependence of Ho3N@C80(q+), q = 1-2, was found to be different from that of C60. Time-dependent density functional theory computations revealed different light-induced ionization mechanisms. Unlike in C60, in doped fullerenes, the breaking of the cage spherical symmetry makes super atomic molecular orbital (SAMO) states optically active...
December 2017: Scientific Reports
Fu-Yu Hsieh, A V Zhilenkov, I I Voronov, E A Khakina, D V Mischenko, Pavel A Troshin, Shan-Hui Hsu
Delivering drugs to the central nervous system (CNS) is a major challenge in treating CNS-related diseases. Nanoparticles that can cross blood-brain barrier (BBB) are potential tools. In this study, water-soluble C60 fullerene derivatives with different types of linkages between the fullerene cage and the solubilizing addend were synthesized (compounds 1-3: C-C bonds, compounds 4-5: C-S bonds, compound 6: C-P bonds, and compounds 7-9: C-N bonds). Fullerene derivatives 1-6 were observed to induce neural stem cell (NSC) proliferation in vitro and rescue the function of injured CNS in zebrafish...
March 21, 2017: ACS Applied Materials & Interfaces
Bhim Bali Prasad, Ragini Singh, Anil Kumar
A novel water-compatible C60-monoadduct based imprinted micelles was synthesized by the self-assembly of vinylic-C60-monoadduct with sodium dodecylsulfate micellar system, in the presence of chlorambucil as a model template (anticancer drug). After template retrieval with acetonitrile, these imprinted micelles were immobilized at the surface of ionic liquid decorated carbon ceramic electrode. Herein, C60-monoadduct (the head group of micelle) actually served as a nanomediator for electronic transmission across multiple interfaces...
February 24, 2017: Biosensors & Bioelectronics
Angela C Stelson, Sonny J Penterman, Chekesha M Liddell Watson
Hierarchical C60 colloidal films are assembled from nanoscale to macroscale. Fullerene molecular crystals are grown via seeded cosolvent precipitation with mixed solvent [tetrahydronaphthalene (THN)/trimethylpyridine (TMP)] and antisolvent 2-propanol. The fullerene solutions are aged under illumination, which due to the presence of TMP reduces the free monomer concentration through fullerene aggregation into nanoparticles. The nanoparticles seed the growth of monodisperse fullerene colloids on injection into the antisolvent...
March 1, 2017: Small
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