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A fullerene helical peptide: synthesis, characterization and formation of self-assembled monolayers on gold surfaces

Abstract : The synthesis of a C60-peptide using "clickable" fullerene and peptide derivatives is described. The peptide is composed of a repeating sequence of -aminoisobutyric acid (Aib) and two L-Alanine (Ala) residues, promoting the formation of a helical conformation, which has been confirmed by IR absorption, NMR and circular dichroism measurements. In addition, the presence of a lipoyl moiety, at the end of the peptide sequence, allows the formation of selfassembled monolayers of C60-peptide and the parent peptide on a gold surface. A C60-alkyl derivative was also prepared to compare the self-assembling properties of fullerene derivatives containing peptide or alkyl chains. The fullerene assembly on a gold substrate characterized by quartz crystal microbalance and by cyclic voltammetry show that the monolayers containing the alkyl chains are slightly less well packed than the peptide monolayers. Finally, polarization modulation reflection adsorption infra-red spectroscopy measurements indicate that the C60
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https://hal.archives-ouvertes.fr/hal-02348881
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Submitted on : Friday, January 22, 2021 - 7:11:19 PM
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Houssein Nasrallah, Jad Rabah, Van Bui-Thi-Tuyet, Krystyna Baczko, Hélène Fensterbank, et al.. A fullerene helical peptide: synthesis, characterization and formation of self-assembled monolayers on gold surfaces. New Journal of Chemistry, Royal Society of Chemistry, 2018, 42 (24), pp.19423-19432. ⟨10.1039/c8nj04599b⟩. ⟨hal-02348881⟩

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