Farnesyl pyrophosphate

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Farnesyl pyrophosphate
Identifiers
CAS number 13058-04-3 YesY
PubChem 706
MeSH farnesyl+pyrophosphate
Properties
Molecular formula C15H28O7P2
Molar mass 382.326
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Farnesyl pyrophosphate (FPP), also known as farnesyl diphosphate (FDP), 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).

[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, as is shown in the following two steps:

Cholesterol-Synthesis-Reaction8.png

  • Geranyl pyrophosphate then reacts with another molecule of 3-isopentenyl pyrophosphate to form farnesyl pyrophosphate

Cholesterol-Synthesis-Reaction9.png

[edit] Regulation

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

[edit] Related compounds


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