Synthesis of frame-shifted farnesyl diphosphate analogs

Andrew T. Placzek, James L Hougland, Richard A. Gibbs

Research output: Contribution to journalArticle

8 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)4038-4041
Number of pages4
JournalOrganic Letters
Volume14
Issue number16
DOIs
StatePublished - Aug 17 2012

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diphosphates
Diphosphates
Terpenes
analogs
Substrates
synthesis
bears
methylene
evaluation
farnesyl pyrophosphate

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Synthesis of frame-shifted farnesyl diphosphate analogs. / Placzek, Andrew T.; Hougland, James L; Gibbs, Richard A.

In: Organic Letters, Vol. 14, No. 16, 17.08.2012, p. 4038-4041.

Research output: Contribution to journalArticle

Placzek, Andrew T. ; Hougland, James L ; Gibbs, Richard A. / Synthesis of frame-shifted farnesyl diphosphate analogs. In: Organic Letters. 2012 ; Vol. 14, No. 16. pp. 4038-4041.
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