Three-dimensional cyclodextrin: A new class of hosts by trehalose capping of beta-cyclodextrin

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'-dideoxy-6,6'-di(S-cysteamine)-alpha,alpha'-trehalose with 6A,6D-dideoxy-6A,6D-diiodo-cyclo-maltoheptaose. The CDTH-ACS (anthraquinone-2-sulfonic acid sodium salt) system was investigated. by H-1 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 - beta-CD system was found.