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Molecular solubilization of fullerene C(60) in water by ?-cyclodextrin thioethers.

ABSTRACT: Various hydrophilic ?-cyclodextrin (CD) thioethers, containing neutral or ionic side arms were found to form molecular disperse solutions of C(60) in water reaching concentrations of 15 mg/L. Equilibrium state was approached after seven days without the use of organic cosolvents. The 1:2 stoichiometry of the C(60)/?-CD thioether complexes was demonstrated by a parabolic phase-solubility diagram. In contrast, native ?-CD forms nanoparticles with C(60). Particle sizes of C(60) were determined by dynamic light scattering.

SUBMITTER: Wang HM

PROVIDER: S-EPMC3510997 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Molecular solubilization of fullerene C(60) in water by γ-cyclodextrin thioethers.

Wang Hai Ming HM Wenz Gerhard G

Beilstein journal of organic chemistry 20120928

Various hydrophilic γ-cyclodextrin (CD) thioethers, containing neutral or ionic side arms were found to form molecular disperse solutions of C(60) in water reaching concentrations of 15 mg/L. Equilibrium state was approached after seven days without the use of organic cosolvents. The 1:2 stoichiometry of the C(60)/γ-CD thioether complexes was demonstrated by a parabolic phase-solubility diagram. In contrast, native γ-CD forms nanoparticles with C(60). Particle sizes of C(60) were determined by d ...[more]

PMID: 23209497

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Project description:The human body contains 60-70% water, depending on age. As a body fluid, it is not only a medium in which physical and chemical processes take place, but it is also one of the active mediators. Water is the richest substance with non-covalent hydrogen bonds. Water molecules, by themselves (in vacuum), are diamagnetic but when organized into clusters, they become diamagnetic or paramagnetic. Also, biomolecules (DNA, collagen, clathrin, and other proteins) have non-covalent hydrogen bonds in their structure. The interaction, as well as signal transmission, between water and biomolecules is achieved through the vibrations of covalent and non-covalent hydrogen bonds, which determine the state and dynamics of conformational changes in biomolecules. Disruptive conformational changes in biomolecules, cells, and tissues lead to their dysfunctionality, so they are a frequent cause of many disorders and diseases. For example, the rearrangement of hydrogen bonding due to mitochondrial disease mutation in cytochrome bc1 disturbs heme bH redox potential and spin state. In order to prevent and repair the dysfunctional conformational changes, a liquid substance was developed based on the second derivative of the C60 molecule (SD-C60), which has classical and quantum properties. The characterization of SD-C60 by UV-VIS-NIR, FTIR, TEM, and AFM/MFM was performed and it is shown that SD-C60 water layers generate vibrations with near-zero phase dispersion which are transmitted through Fibonacci's water chains to biomolecules. In comparison with previously published SD-C60 derivate (3HFWC, size until 10 nm, and 1-5 water layers), the improved formulation (3HFWC-W, size 10-25 nm, and 6-9 water layers) showed multiplied cytotoxic activity against melanoma cell lines of different aggressiveness. Apart from this, the mode of action was preserved and based on an induction of senescence rather than cell death. Importantly, high selectivity towards malignant phenotypes was detected. Observed effects can be ascribed to a machinery of hydrogen bonds, which are generated in SD-C60 and transmitted through water to biomolecules. This approach may open a new field in science and healthcare-a "water-based nanomedicine".

Dataset Information

Molecular solubilization of fullerene C(60) in water by ?-cyclodextrin thioethers.

Publications

Molecular solubilization of fullerene C(60) in water by γ-cyclodextrin thioethers.

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