Synthesis and evaluation of substrate analogues as mechanism-based inhibitors of type II isopentenyl diphosphate isomerase

JR Walker, SC Rothman…

Index: Walker, Joel R.; Rothman, Steven C.; Poulter, C. Dale Journal of Organic Chemistry, 2008 , vol. 73, # 2 p. 726 - 729

Full Text: HTML

Citation Number: 16

Abstract

Type 2 isopentenyl diphosphate isomerase (IDI-2), which catalyzes the interconversion of isopentenyl diphosphate and dimethylallyl diphosphate, contains a tightly bound molecule of FMN. To probe the mechanism of the reaction, cyclopropyl and epoxy substrate analogues, designed to be mechanism-based irreversible inhibitors, were synthesized and evaluated with IDI-2 from Thermus thermophilus. The cyclopropyl analogues were ...