Abstract
In order to obtain better abiotic receptors for analytical and kinetic applications, the new capped derivative of cyclomaltoheptaose (CDTH) was synthesized by reaction of 6,6′-dideoxy6,6′-di(S-cysteamine)-α,α′-trehalose with 6A,6D-dideoxy-6A,6D-diiodo-cyclo-maltoheptaose. The CDTH-ACS (anthraquinone-2-sulfonic acid sodium salt) system was investigated. by1H NMR spectroscopy and by i.c.d. (induced circular dicroism), and a deep inclusion of ACS inside the CDTH cavity, with an association constant about six times larger with respect to ACS- β-CD system was found.
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Tabushi, I., Kuroda, Y., Mizutani, T., Artificial Receptors for Amino Acids in Water. Local Environmental Effect on Polar Recognition by 6A-Amino-6B-carboxy and 6B-Amino-6Acarboxy-β-cyclodextrins,J.Am.Chem.Soc.,108, 4514–4518 (1986).
Corradini, R., Dossena, A., Impellizzeri, G., Maccarrone, G., Marchelli, R., Rizzarelli, E., Sartor, G., Vecchio, G., Chiral Recognition and Separation of amino Acids by means of a Copper(II) Complex of Histamine Monofunctionalized β-Cyclodextrin,J.Am.Chem.Soc.,116, 10267–10274 (1994) and some references therein.
Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Vecchio, G., The Copper(II) Complex with the Imidazol-bound Histamine Derivatived of β-Cyclodextrin as a Powerful Chiral Discriminating Agent,J.Chem.Soc.Chem. Commun., 1743-1744 (1992).
Kato, T., Nakamura, Y., Convenient Synthesis and Properties of WaterSoluble Cyclodextrin capped Mesoporphyrinatoiron,Heretocycles 27, 973–979 (1988).
Bonomo, R.P., Impellizzeri, G., Pappalardo, G., Rizzarelli, E., Vecchio, G., cyclo-L-HistidylL-Hystidyl capped β-Cycodextrin. A New Potentially Enzyme-mimicking Compound or Artificial Receptor with two Recognition Sites,Gazzetta Chimica Italiana 123, 593–595 (1993).
Ueno, A., Takahashi, Osa, T., Photocontrol of Catalytic Activity of Capped Cyclodextrin,J.Chem.Soc., Chem.Commun., 94–96,(1981).
Tabushi, I., Shimokawa, K., Shimuzu, N., Shirakata, H., Fujita, K., Capped Cyclodextrin,J.Am.Chem.Soc.,98, 855–856 (1976).
Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Vecchio, G., Synthesis and Conformation of Dihistamine derivatives of Cyclomaltoheptaose,Carbohdr.Res.,224, 95–102 (1992).
Cucinotta, V., Grasso, G., Rizzarelli, E., Vecchio, G., submitted.
Perkampus, H.-H., LTV-Vis Spectroscopy and Its Applications, Springer Verlag 1992, pg 131.
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Cucinotta, V., Grasso, G., Pedotti, S. et al. Three-dimensional cyclodextrin: A new class of hosts by trehalose capping of β-cyclodextrin. J Incl Phenom Macrocycl Chem 25, 39–42 (1996). https://doi.org/10.1007/BF01041532
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DOI: https://doi.org/10.1007/BF01041532