Remarkable Supramolecular Catalysis of Glycoside Hydrolysis by a Cyclodextrin Cyanohydrin

(6A R,6D R)-6A,6D-di-C-cyano-β-cyclodextrin (3) was synthesized and shown to catalyze hydrolysis of nitrophenyl glycosides with the reaction following Michaelis−Menten kinetics. At pH 7.4 and 25 °C, hydrolysis of 4-nitrophenyl-β-glucopyranoside (2) was catalyzed with K M = 15 mM, k cat = 8.2 × 10-6...

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