Synthesis of a proline-rich [60]fullerene peptide with potential biological activity

Sofou, Panagiota; Elemes, Yiannis; Panou‐Pomonis, Eugenia; Stavrakoudis, Athanassios; Tsikaris, Vassilios; Sakarellos, Constantinos; Sakarellos‐Daitsiotis, Maria; Maggini, Michele; Formaggio, Fernando; Toniolo, Claudio

doi:10.1016/j.tet.2004.01.064

Cited by 50 publications

(23 citation statements)

References 32 publications

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“…The fullero pyrrolidine and the fuller-serine were synthesized and the chemical structure of fullero pyrrolidine was confirmed by data of MALDI-TOF-MS and 1 H NMR, which matched very much those reported by Zhang et al [12,19]. In the UV-VIS, the character apex of C60 reaction is 430nm, which showed that C60 had reaction with pyrrolidine.…”

Section: A Preparation Of Nano Fuller-serinesupporting

confidence: 79%

Preparation and Radical Scavenging Activity of Nano-Fuller-Serine

Zhang

et al. 2012

2012 International Conference on Biomedical Engineering and Biotechnology

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The fuller-serine was synthesized and then dissolved in the organic solvent and then the nanoparticle aqueous suspension of fuller-serine was prepared. The nanoparticle sizes and Zeta-potentials were obtained by TEM and a Zeta-patential instrument, respectively. The results indicated that the aqueous nano-particle suspensions were rather considerably stable with homogeneous size. The free radicals scavenging of nano fuller-serine were determined by means of pyrogallol oxidation. The result indicated it was useful to scanvenge oxygen free radicals in a concentration dependent manner. Whether they are able to protect biological systems from oxidative damages or not needs to be further investigated.

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Section: A Preparation Of Nano Fuller-serinesupporting

confidence: 79%

Preparation and Radical Scavenging Activity of Nano-Fuller-Serine

Zhang

et al. 2012

2012 International Conference on Biomedical Engineering and Biotechnology

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“…32 The peptide 146 itself was not acitive against Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli), whereas the analogous [60]fullerenopeptide 147 showed antimicrobial activity against S. aureus and E. coli (Table 1 ) The antioxidant properties of the water soluble amino acid derivatives of the sodium salts of fullerenylaminobutyric acid (C 60 -γ-ABNa, 148) and fullerenylaminocaproic acid (C 60 -ω-ACNa, 149) as well as that of the hybrid structure based on a N-fullerenoproline and the natural oxidant carnosine (C 60 -Pro-carnosine, 150) (Figure 1) have been studied. Their roles in the inhibition of herpes virus infection have also been described.…”

Section: Biological Applicationsmentioning

confidence: 99%

[60]Fullerenyl amino acids and peptides: a review of their synthesis and applications

2014

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This review reports on the latest progress in the synthesis of fullerenyl amino acids and related derivatives, and categorises the molecules into functional types for different uses: these include directly attached fullerenyl amino acids, fullerenyl N-and C-capping amino acids, and those amino acids in which the [60]fullerene group is attached to the amino acid side chain. These first and last mentioned derivatives have the potential to be incorporated into non-terminal positions of peptides. The applications of these substrates, by integration into different biological and materials chemistry programs, are also highlighted. This review reports on the latest progress in the synthesis of fullerenyl amino acids and related derivatives, and categorises the molecules into functional types for different uses: these include directly attached fullerenyl amino acids, fullerenyl N-and C-capping amino acids, and those amino acids in which the [60]fullerene group is attached to the amino acid side chain. These first and last mentioned derivatives have the potential to be incorporated into non-terminal positions of peptides. Disciplines Medicine and Health Sciences | Social and Behavioral SciencesThe applications of these substrates, by integration into different biological and materials chemistry programs, are also highlighted.

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“…C 60 -PCL was synthesized by polymerization of ε-caprolactone via a ring-opening mechanism using N-substituted 3,4-fullero pyrrolidine 1 as an initiator, and the details for the synthesis were reported in our previous paper [15]. Briefly, compound 1 was prepared by the method of a literature [16], and then 1 (40 mg, 0.047 mmol) was mixed with ε-caprolactone (100 μL, 0.938 mmol) and Sn(OTf) 2 (20 mg, 0.047 mmol). The mixture was stirred at the atmosphere of Ar and at 140°C for 7 h. The product was dissolved in acetone and precipitated with ethanol.…”

Section: Experimental Methodsmentioning

confidence: 99%

Degradation of a fullerene end-capped polycaprolactone by lipase AK

Qi-Yun

Kang

et al. 2010

Chin. Sci. Bull.

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Using titrimetric method, enzymatic behavior of lipase AK against fullerene end-capped polycaprolactone (C 60 -PCL) was studied for the first time, compared with polycaprolactone (PCL). The results showed that degradation of both C 60 -PCL and PCL by lipase followed Mechaelis-Menten equation, with the degradation parameters of PCL and C 60 -PCL were 0.75 mg mL -1 and 0.16 mg mL -1 for K m , and 0.90 mL h -1 and 0.43 mL h -1 for V max , respectively. C 60 -PCL had a slower degradation rate than PCL under the same conditions. These data indicated that the introduction of fullerene enabled PCL hard to be degraded by lipase. fullerene end-capped polycaprolactone, polycaprolactone, lipase AK, titrimetry Citation: Peng Q Y, Kang F, Li J, et al. Degradation of a fullerene end-capped polycaprolactone by lipase AK.

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Synthesis of a proline-rich [60]fullerene peptide with potential biological activity

Cited by 50 publications

References 32 publications

Preparation and Radical Scavenging Activity of Nano-Fuller-Serine

Preparation and Radical Scavenging Activity of Nano-Fuller-Serine

[60]Fullerenyl amino acids and peptides: a review of their synthesis and applications

Degradation of a fullerene end-capped polycaprolactone by lipase AK

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