New types of porphyrin derivatives bearing "C-glycoside" moieties, either in 5,10,15,20- or in 5,15-meso-positions, were prepared and fully characterized. The presence of the glycosidic groups imparts to the title macrocycles, besides an amphiphilic character, a clear tendency to form chiral suprastructures upon solvent-driven self-aggregation in different aqueous-organic solvent mixtures. Supra-assembly phenomena, in terms of the size and morphology of the resulting structures, as well as their kinetics of aggregation, were studied by UV-visible, fluorescence, resonance light scattering (RLS), and CD spectroscopy, indicating that the morphology of the aggregates depends strongly on the structure of the porphyrin rings, and on the bulk conditions of aggregation.

Stepanek, P., Dukh, M., Saman, D., Moravcova, J., Kniezo, L., Monti, D., et al. (2007). Synthesis and solvent driven self-aggregation studies of meso-"C-glycoside"-porphyrin derivatives. ORGANIC & BIOMOLECULAR CHEMISTRY, 5(6), 960-970 [10.1039/b616096d].

Synthesis and solvent driven self-aggregation studies of meso-"C-glycoside"-porphyrin derivatives

MONTI, DONATO;VENANZI, MARIANO;
2007-01-01

Abstract

New types of porphyrin derivatives bearing "C-glycoside" moieties, either in 5,10,15,20- or in 5,15-meso-positions, were prepared and fully characterized. The presence of the glycosidic groups imparts to the title macrocycles, besides an amphiphilic character, a clear tendency to form chiral suprastructures upon solvent-driven self-aggregation in different aqueous-organic solvent mixtures. Supra-assembly phenomena, in terms of the size and morphology of the resulting structures, as well as their kinetics of aggregation, were studied by UV-visible, fluorescence, resonance light scattering (RLS), and CD spectroscopy, indicating that the morphology of the aggregates depends strongly on the structure of the porphyrin rings, and on the bulk conditions of aggregation.
2007
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/03 - CHIMICA GENERALE E INORGANICA
English
Aldehydes; Catalysis; Circular Dichroism; Glycosides; Kinetics; Light; Porphyrins; Pyrroles; Scattering, Radiation; Solvents; Spectrophotometry, Ultraviolet; Trifluoroacetic Acid
Stepanek, P., Dukh, M., Saman, D., Moravcova, J., Kniezo, L., Monti, D., et al. (2007). Synthesis and solvent driven self-aggregation studies of meso-"C-glycoside"-porphyrin derivatives. ORGANIC & BIOMOLECULAR CHEMISTRY, 5(6), 960-970 [10.1039/b616096d].
Stepanek, P; Dukh, M; Saman, D; Moravcova, J; Kniezo, L; Monti, D; Venanzi, M; Mancini, G; Drasar, P
Articolo su rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/134095
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