- Fullerene Chemistry and Applications
- Graphene research and applications
- Molecular Junctions and Nanostructures
- Carbon Nanotubes in Composites
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Force Microscopy Techniques and Applications
- Synthesis and Properties of Aromatic Compounds
- Chemical Reactions and Mechanisms
- Polymer Nanocomposite Synthesis and Irradiation
- Porphyrin and Phthalocyanine Chemistry
- Supramolecular Chemistry and Complexes
- Boron and Carbon Nanomaterials Research
- Advanced biosensing and bioanalysis techniques
- Graphene and Nanomaterials Applications
- Organic Chemistry Cycloaddition Reactions
- Crystallography and molecular interactions
- Diamond and Carbon-based Materials Research
- Mechanical and Optical Resonators
- Chemical Reactions and Isotopes
- Advanced Biosensing Techniques and Applications
- Asymmetric Synthesis and Catalysis
- Axial and Atropisomeric Chirality Synthesis
- Anesthesia and Neurotoxicity Research
- Biochemical and Structural Characterization
ETH Zurich
2016-2025
Charles Humbert 8
2015-2020
University of Pennsylvania
2008-2018
Universitat de Girona
2014
Japan Science and Technology Agency
2010-2012
Georgia Institute of Technology
2008
University of California, Santa Barbara
2005-2007
Tokyo Institute of Technology
2006
National Institute of Health Sciences
1996-2005
The University of Tokyo
2003
To characterize fullerenes (C60 and C70) as photosensitizers in biological systems, the generation of active oxygen species, through energy transfer (singlet 1O2) electron (reduced radicals such superoxide anion radical O2-• hydroxyl •OH), was studied by a combination methods, including biochemical (DNA-cleavage assay presence various scavengers species), physicochemical (EPR trapping near-infrared spectrometry), chemical methods (nitro blue tetrazolium (NBT) method). Whereas 1O2 generated...
Y. N. Yamakoshi, T. Yagami, K. Fukuhara, S. Sueyoshi and Miyata, J. Chem. Soc., Commun., 1994, 517 DOI: 10.1039/C39940000517
[60]Fullerene (C60) was solubilized with poly(vinylpyrrolidone) (PVP) in water, and the aqueous solution applied to a mouse midbrain cell differentiation system. On incubation of C60 various concentrations PVP, proliferation were potently inhibited, although weaker than vehicle controls. clearly distributed into yolk sac embryos by intraperitoneal administration pregnant mice at 50 mg/kg had harmful effect on both conceptuses microscopical evaluation. This vivo vitro action embryogenesis is...
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXT•OH and O2•- Generation in Aqueous C60 C70 Solutions by Photoirradiation: An EPR StudyYoko Yamakoshi, Shoko Sueyoshi, Kiyoshi Fukuhara, Naoki Miyata, Toshiki Masumizu, Masahiro KohnoView Author Information Division of Organic Chemistry National Institute Health Sciences 1-18-1 Kamiyoga, Setagaya, Tokyo 158-8501, Japan Analytical Instruments Division, JEOL Ltd. 3-1-2 Musashino, Akishima, 196-0021, Cite this: J. Am. Chem. Soc. 1998, 120, 47,...
Ultrastructural changes induced by heavy metals (cadmium, zinc, and copper) polyphosphate metabolism were studied in Chlamydomonas acidophila. Transmission electron microscopy indicated that cadmium led to the most drastic morphometric changes. An increase number volume of starch grains vacuoles as well presence dense deposits vacuole membrane whorls observed. Energy-dispersive X-ray analysis revealed vacuolar inside cells treated with contained phosphate cadmium. These ultrastructural...
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTAcridine Adduct of [60]Fullerene with Enhanced DNA-Cleaving ActivityYoko Nakajima Yamakoshi, Takeshi Yagami, Shoko Sueyoshi, and Naoki MiyataView Author Information Division Organic Chemistry Medical Devices, National Institute Health Sciences, 1-18-1 Kamiyoga, Setagaya, Tokyo 158, Japan Cite this: J. Org. Chem. 1996, 61, 21, 7236–7237Publication Date (Web):October 18, 1996Publication History Received27 June 1996Published online18 October...
Water-soluble C60 polymers, which have the highest solubility of fullerene reported to date (7.8 mM in water), were prepared via copolymerization, and showed significant visible light-induced O2˙− generation DNA cleavage, indicating potential these water-soluble derivatives as agents for photodynamic therapy.
Abstract Resorcin[4]arene cavitands with four quinoxaline bridges are a family of macrocycles that adopt, at elevated temperature, contracted, vase‐type conformation, capable guest inclusion, whereas low temperature they switch to an expanded, kite‐type conformation large flat surface. The present investigations lay the foundation for use such dynamic as miniaturized mechanical grippers supramolecular construction single‐molecule level. New vase–kite switching modes, stimulated by pH changes...
The mechanism involved with (1) energy and electron transfer by C60 in the aqueous phase during UV irradiation (2) subsequent production of reactive oxygen species (ROS) such as singlet superoxide radical anion was investigated. Electron paramagnetic resonance (EPR) study showed that embedded micelles nonionic surfactant (Triton X 100) or anionic (sodium dodecylbenzenesulfonate) produced ROS, but aggregated did not, consistent our earlier findings made using indicator chemicals. Nanosecond...
Photosensitive C70 was used for the catalytic oxidation of benzylamines to corresponding imines. The advantages using compared C60 or other commonly photosensitizers such as tetraphenylporphyrin (TPP) are (1) faster reaction rates, especially under lower energy light sources, (2) clean reactions with simple workup without chromatography, and (3) catalyst loadings. were suitable various benzylamine derivatives. Subsequent nucleophilic additions imines successfully carried out on substituted...
The 1,3-dipolar cycloaddition of an azomethine ylide (Prato reaction) with M(3)N@I(h)-C(80) (denoted as M(3)N@C(80); M = Sc, Lu, Y, Gd) was carried out to obtain fulleropyrrolidinebis(carboxylic acid) derivatives scaffolds for the preparation various functionalized M(3)N@C(80) materials. formation two monoadduct isomers (the [6,6]- and [5,6]-adducts) were detected by HPLC identified NMR vis/NIR spectroscopies. In each Prato reaction M(3)N@C(80), initial addition gave a [6,6]-adduct...
A C60 Prato derivative with bis-tBu ester was prepared as a stable and convenient scaffold for the development of fullerene derivatives such water-soluble C60–PEG conjugates, fulleropeptides via solid phase synthesis, bis-functionalized C60.
Six novel phloroglucinol dialdehyde diterpene derivatives (macrocarpals B--G), which have antibacterial activity, were isolated from leaves of Eucalyptus macrocarpa. These compounds closely related structures, the molecular formula for B--F being C28H40O6, and that G C28H38O5. The structures macrocarpals B, D, analyzed by means NMR analyses.
Highly water-soluble fullerene polymers were successfully prepared by a simple direct free-radical copolymerization of N-vinylpyrrolidone and intact C60 or C70 as radical-capping agent. Using AIBN radical initiator, the (C60- C70-PVP) with significantly high molecular weight (~30 kDa) efficient (1)O2 generation obtained.
With the aim of developing biocompatible and water-soluble C 60 derivatives, three types –peptide conjugates consisting hydrophilic oligopeptide anchors (oligo-Lys, oligo-Glu, oligo-Arg) were synthesized. A previously reported Prato reaction adduct a biscarboxylic acid-substituted derivative was subjected to solid phase synthesis for amide formation with N - terminal amines peptides on resin successfully provide one two peptide as moieties. Among prepared, –oligo-Lys soluble in water at...
Abstract A surface of biomaterials is known to affect the behavior cells after their adhesion on surface, indicating that characteristics play an important role in cell adhesion, proliferation, and differentiation. To assess effects functional groups biomaterial normal human osteoblasts (NHOsts) were cultured surfaces coated with self‐assembled monolayers (SAMs) containing various groups, differentiation, gap junctional intercellular communication (GJIC) NHOsts investigated. In case SAM...
Regioselective bisaddition of M3N@Ih-C80 (M = Y, Gd) was observed for the first time in Prato reaction with N-ethylglycine and formaldehyde. The main kinetic bisadduct Y3N@C80 determined to be a [6,6],[6,6] adduct by (1)H (13)C NMR vis/NIR spectroscopy, it converted mixture regioisomers upon heating via sigmatropic rearrangement. Gd3N@C80 (the on basis data) existed stably under thermal conditions without isomerization. likely position second addition predicted DFT calculations.
The photoinduced reactive oxygen species (ROS) generation from several water-soluble fullerenes was examined. Macromolecular or small molecular fullerene complexes/derivatives were prepared and their <sup>1</sup>O<sub>2</sub> O<sub>2</sub>˙<sup>−</sup> abilities evaluated by ESR spin-trapping methods. As a result, efficient detected photoexcited C<sub>60</sub>, not only in organic solvents, but also aqueous media especially molecule C<sub>60</sub>–carboxylic acid derivatives. Whereas...
A C60-coumarin conjugate, covalently connected via a matrix metalloproteinase (MMP2/9)-cleavable peptide linker (Pro-Leu-Gly-Val-Arg-Gly), is developed as probe for both imaging and photodynamic treatment of MMP2/9-expressing malignant cells. In the synthesized probe, coumarin fluorescence completely suppressed intramolecularly by C60 moiety, while an intensive increase observed in presence MMP2/9 dependent on cleavage linker. The specificity to detect MMP2 confirmed control experiments...
Low-density lipoprotein (LDL) is the primary natural carrier of lipids in bloodstream and plays a central role development atherosclerosis. By leveraging LDL's tendency to accumulate at sites plaque formation, LDL can be employed as selectively deliver imaging probes efficiently detect atherosclerotic plaques. In our previous studies, we reported several LDL-based magnetic resonance contrast agents (MRI-CAs) formed by modifying (nLDL) or developing LDL-mimetic (synthetic LDL, sLDL) from...
A tripod molecule with an azobenzene arm was designed as a single molecular tip for noncontact atomic force microscopy (NC-AFM). The moiety showed photoisomerization that enabled measurements of the same position sample by different apexes interactions. Photoswitching behavior synthesized and adsorbed on Au surfaces examined reversible switching between trans- cis forms successfully confirmed NC-AFM measurements.