Synthesis and properties of mechanism-based inhibitors and probes for inositol monophosphatase derived from 6-O-(2′-hydroxyethyl)-(1R,2R,4R,6R)-cyclohexane-1,2,4,6-tetraol

Abstract

The 1-phosphate, 2′-phosphate and 1, 2′-cyclic phosphate of 6-O-(2-hydroxyethyl)-cyclohexane-1,2,4,6-tetraol are synthesised and found to be good inhibitors of inositol monophosphatase; the stereochemistry of the most potent inhibitor, the (1R,2R,4R,6R)-1-phosphate, provides useful mechanistic insight into the action of this enzyme, the putative target for lithium therapy.