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.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Alkyl and Aryl Transferases / metabolism*
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Molecular Structure
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Polyisoprenyl Phosphates / chemical synthesis*
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Polyisoprenyl Phosphates / chemistry
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Sesquiterpenes / chemical synthesis*
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Sesquiterpenes / chemistry
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Structure-Activity Relationship
Substances
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Polyisoprenyl Phosphates
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Sesquiterpenes
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farnesyl pyrophosphate
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Alkyl and Aryl Transferases
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p21(ras) farnesyl-protein transferase