Farnesyl pyrophosphate
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| Farnesyl pyrophosphate | |
|---|---|
| Image:Farnesyl pyrophosphate.png | |
| Identifiers | |
| CAS number | |
| PubChem | |
| MeSH | |
| 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).
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.
- Dimethylallyl pyrophosphate reacts with 3-isopentenyl pyrophosphate to form geranyl pyrophosphate:
Image:Cholesterol-Synthesis-Reaction8.png
- Geranyl pyrophosphate itself reacts with 3-isopentenyl pyrophosphate to form farnesyl pyrophosphate
Image:Cholesterol-Synthesis-Reaction9.png
Regulation
The above reactions are inhibited by bisphosphonates (used for osteoporosis).
Related compounds
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