Synthesis of hybrid nanostructures based on e-carboxy-dihydroxycobinamide and N-(monohydrofullerenyl)-l-fluorophenylalanines

Abstract

Mono-derivatives of fullerene C₆₀ with l-phenylalanine, o-fluoro-l-phenylalanine and p-fluoro-l-phenylalanine, as well as their hybrid nanostructures with derivatives of vitamin B₁₂, have been synthesised. The structure of the compounds was determined by IR, UV and CD-spectroscopy. The IR spectra of the obtained compounds contain all bands characteristic of the original compounds, with the exception of the band at 1227 cm⁻¹, which is related to the free carboxyl group in the fullerene fragment. In the UV spectra of hybrid nanostructures contain smoothed peaks in the region of 360 nm, confirming the presence of corrin ligand in the original and obtained compounds. Using the CD method, it was found that all spectra have a characteristic maximum in the region of 430 nm, confirming the presence in all hybrids nanostructures of a fragment of vitamin B₁₂: e-COOH-Cbi(OH)₂. The radiuses of nanoparticles of hybrid nanostructures, calculated by the dynamic light scattering method, range from 90 to 120 nm. The degree of association in the complexes ranges from 400 to 600 thousand molecules. It was shown that the resulting hybrid nanostructure retains catalytic activity in the autoxidation reaction of ascorbic acid, inherent in derivatives of vitamin B₁₂.

Keywords:

• N-(monohydrofullerenyl)-l-fluorophenylalanine
• e-carboxy-dihydroxycobinamide
• hybrid nanostructures

Authors contribution

Conceptualization; V.S.R.; methodology, V.S.R.; supervision, K.A.K.; project administration, N.Y.S.; investigation (chemistry), V.S.R., N.Y.S. All authors have read and agreed to the published version of the manuscript.

Disclosure statement

The authors declare that this research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest. Informed consent was obtained from all subjects involved in the study.

Additional information

Funding

This study was supported by the Ministry of Science and Higher Education of the Russian Federation [Contract No. 075-00-277-24-00], using scientific equipment of the Center for the Study of the Structure of Molecules at INEOS RAS (Institute of Organoelement Compounds of the Russian Academy of Sciences).