Organic letters

Synthesis of frame-shifted farnesyl diphosphate analogs

AT Placzek, JL Hougland, RA Gibbs

Index: Placzek, Andrew T.; Hougland, James L.; Gibbs, Richard A. Organic Letters, 2012 , vol. 14, # 16 p. 4038 - 4041

Full Text: HTML

Citation Number: 6

Abstract

A set of synthetic approaches were developed and applied to the synthesis of eight frame- shifted farnesyl diphosphate (FPP) analogs. These analogs bear increased or decreased methylene units between the double bonds and/or diphosphate moieties of the isoprenoid structure. Evaluation versus mammalian FTase revealed that small structural changes can lead to dramatic changes in substrate ability.