Synthesis and identification of fullerenol prepared by the direct oxidation route

Semenov, Konstantin N.; Letenko, D. G.; Чарыков, Н. А.; Никитин, В. А.; Matuzenko, M. Yu.; Кескинов, В. А.; Постнов, В. Н.; Kopyrin, A. A.

doi:10.1134/s1070427210120025

Cited by 18 publications

(18 citation statements)

References 15 publications

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“…Route. Semenov et al [19] started their synthesis of fullerenol by using fullerenol (fullerenol-d, i.e., fullerene-direct) synthesized by the method reported by Li et al [8]. Briefly, a nearsaturated solution of b 60 in benzene was prepared and NaOH solution and solution of tetrabutylammonium hydroxide were added.…”

Section: Synthesis Of Fullerenol Prepared By the Direct Oxidationmentioning

confidence: 99%

“…Attachment of various polar functional groups or molecules on the fullerene core overcomes the almost complete insolubility of C 60 , while retaining the unique inherent fullerene properties, and achieves reasonable biological availability [3][4][5]. Several synthetic paths of fullerenols with various degrees of fullerenes hydroxylation C 60 (OH) , 2 ≤ ≤ 44, polyanion fullerenols C 60 (OH) 15 (ONa) 9 , metallofullerenes Gd@C 82 (OH) 22 , and other fullerene derivatives have been published [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. In aqueous solutions, depending on the pH value, fullerenols are more or less deprotonated and exist in the form of fullerenol nanoparticles (FNP).…”

Section: Introductionmentioning

confidence: 99%

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Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Djordjević

Srdjenović

Seke

et al. 2015

Journal of Nanomaterials

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This review describes the chemical synthesis of polar polyhydroxylated fullerene C60derivatives, fullerenols C60(OH)n,2≤n≤44, C60HzOx(OH)y, and polyanion fullerenols C60(OH)15(ONa)9, ranging from the very first synthetic methods up to some contemporary approaches to synthesis and separation. It also provides some basic information about physical characteristics of fullerenols. With the increasing number of hydroxyl groups, water solubility of fullerenols increases as well. Fullerenols both in water and biological media build nanoparticles of different dimensions and stability. In different chemical and biological model systems a large number of various polyhydroxylated fullerene derivatives were tested and they showed both their antioxidative and prooxidative characteristics. Several mechanisms have been proposed for the antioxidant activity of fullerenol. In addition, this paper also provides insight into patents referring to the antioxidant properties of fullerenol.

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Section: Synthesis Of Fullerenol Prepared By the Direct Oxidationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Djordjević

Srdjenović

Seke

et al. 2015

Journal of Nanomaterials

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“…Chemical modifi cation of fullerene cage by attaching various polar functional groups (-OH, -NH 2 , -COOH) [6][7][8][9][10]. 2.…”

Section: Functionalization/derivatization Of Fullerene C 60mentioning

confidence: 99%

“…Fullerenols can be synthesized in some of the following ways: with oleum [57], by hydroboration [58], in synthesis of highly-functionalized C 60 (OH) 44 ·8H 2 O with toluen solution of C 60 and 30% hydrogen peroxide with catalytic quantities of quaternary ammonium base [59]. Fullerenol is possible to synthesize by direct oxidation, as well [9]. Yao et al [60] have published the synthesis and separation of fullerenols by dialysis.…”

Section: Chemical Synthesis Of Fullerenol C 60 (Oh) Nmentioning

confidence: 99%

Bioimpact of Carbon Nanomaterials

Djordjević

Injac

Mrdjanović

et al. 2013

Advanced Carbon Materials and Technology

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The unique size-dependent properties of carbon nanomaterials (CNMs)-graphene, nanotubes (CNTs) and fullerenes-make them very attractive for diagnostic and therapeutic application. This chapter presents possible application of CNMs. Graphene with extraordinary chemical and physical properties has already revealed a great number of potential applications such as environmental toxic material removal, drug delivery, tissue engineering, and fl uorescence-based biomolecular sensing. The CNT derivatives have many interesting properties which make them potentially useful in a living system as biosensors, bioelectronic devices based on enzyme-nanotube or antibody-nanotube conjugates, chemotherapeutic agents, hyperthermia therapy and immunotherapy agents, agent in treatment of central nervous system disorders, and tissue engineering agent. Fullerene C 60 derivatives have been used as: drug and gene delivery vectors, magnetic resonance imaging agents, radio protectors, antioxidants, HIV-1 protease inhibitors, antigenotoxic agents, and phototherapy agents. Fullerenols are polyhydroxylated derivatives of fullerene (C 60 (OH)n) with remarkable antioxidant, xenobiotic-protective, radioprotective, nanodrug and endohedral gadolinium carrier properties.

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“…Initial attempts made by Isaacson et al [22] in 1994 to develop mass-spectrometric methods for fullerenols using ESI-MS with commercially available C 60 (OH) 24 and C 60 (OH) 22–24 dissolved in acidic, basic, and neutral solutions did not produced ions diagnostic of C 60 (OH) x . Afterwards, very few isolated attempts have been made on the identification of fullerenols [23] and/or their derivatives [24–28] by ESI-MS analysis, and very little detail was provided. We carried out an experimental investigation on ESI-MS of fullerenol C 60 (OH) 24 over a wide range of total capillary and fragmentor voltages.…”

Section: Introductionmentioning

confidence: 99%

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

Silion¹,

Dascalu²,

Pinteala³

et al. 2013

Beilstein J. Org. Chem.

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SummaryFull characterization of fullerenol C60(OH)24 by HPLC ESI-MS in negative and positive ionization modes was achieved. Fragmentor voltage and capillary voltage were optimized in order to obtain a good signal stability and the best peak intensity distribution for the fullerenol C60(OH)24 in both negative and positive modes. While the predominant base peak observed for C60(OH)24 in the negative ionization mode was [M − H]− at m/z 1127, those observed in the positive mode were multiply charged [M − H2O + 4H]4+ at m/z 279 and [M − 12H2O + 2NH3 + 6H]6+ at m/z 158.

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Synthesis and identification of fullerenol prepared by the direct oxidation route

Cited by 18 publications

References 15 publications

Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Bioimpact of Carbon Nanomaterials

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

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Synthesis and identification of fullerenol prepared by the direct oxidation route

Cited by 18 publications

References 15 publications

Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Review of Synthesis and Antioxidant Potential of Fullerenol Nanoparticles

Bioimpact of Carbon Nanomaterials

A study on electrospray mass spectrometry of fullerenol C60(OH)24

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Product

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A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄