Farnesyl pyrophosphate

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Farnesyl pyrophosphate
Identifiers
CAS number [13058-04-3]
PubChem 706
MeSH farnesyl+pyrophosphate
Properties
Molecular formula C15H28O7P2
Molar mass 382.326
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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

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

[edit] 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.

Image:Cholesterol-Synthesis-Reaction8.png

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

Image:Cholesterol-Synthesis-Reaction9.png

[edit] Regulation

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

[edit] Related compounds