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Farnesyl pyrophosphate

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Farnesyl pyrophosphate
Skeletal formula
Ball-and-stick model
Identifiers
MeSH farnesyl+pyrophosphate
Properties
C15H28O7P2
Molar mass 382.326
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Farnesyl pyrophosphate (FPP) is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes, terpenoids, and sterols.

It is the immediate precursor of squalene (via the enzyme squalene synthase), dehydrodolichol diphosphate (a precursor of dolichol), and geranylgeranyl pyrophosphate (GGPP).

Biosynthesis

Farnesyl pyrophosphate synthase (a prenyl transferase) catalyzes sequential condensation reactions of dimethylallyl pyrophosphate with 2 units of 3-isopentenyl pyrophosphate to form farnesyl pyrophosphate.

  • Geranyl pyrophosphate itself reacts with 3-isopentenyl pyrophosphate to form farnesyl pyrophosphate

Regulation

The above reactions are inhibited by bisphosphonates (used for osteoporosis).