THE INTERACTION OF ANHYDROALDITOLS WITH SWEET-ALMOND BETA-GLUCOSIDASE AND ESCHERICHIA-COLI BETA-GALACTOSIDASE - IMPLICATIONS FOR THE DESIGN OF POTENT GLYCOSIDASE INHIBITORS

A range of 1,4- and 1,5-anhydroalditols have been synthesized and assessed for their ability to inhibit glycosidases. Observed inhibition indicates that aglycone-enzyme interactions contribute significantly to both the affinity and the stereoselectivity of substrate binding. Such interactions may also contribute to enzyme-transition state interactions. Implications for the design of potent glycosidase inhibitors are discussed.