Calix[8]arene-based glycoconjugates as multivalent carbohydrate-presenting systems |
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| Authors: | Grazia ML ConsoliCorrada Geraci Tommaso MeccaPlacido Neri |
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| Institution: | a Istituto di Chimica Biomolecolare—Sezione di Catania, C.N.R., Via del Santuario 110, I-95028 Valverde (CT), Italy
b Dipartimento di Chimica, Università di Salerno, Via S. Allende 43, I-84081 Baronissi (SA), Italy |
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| Abstract: | An efficient approach for the introduction of eight mono- or disaccharide sugar moieties (d-glucose, N-acetyl-d-glucosamine, d-galactose, l-fucose, d-maltose and d-cellobiose) at the upper rim of calix8]arene 1, using thioureido linkers, is reported. The obtained water-soluble, nanosized glycocalix8]arenes 5b-10b may act as biomimetic carbohydrate systems and as hosts for highly polar organic molecules. Preliminary 1H NMR complexation experiments of octaglycosyl derivative 7b and 10b with ionic guests are also reported. |
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| Keywords: | glycocalixarenes calix[8]arenes thiourea glycosyl isothiocyanates molecular recognition |
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