Contents

Farnesyl pyrophosphate

Farnesyl pyrophosphate

Names
Preferred IUPAC name (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate
Identifiers
CAS Number	372-97-4 Y
3D model (JSmol)	Interactive image
ChemSpider	393270 N
MeSH	farnesyl+pyrophosphate
PubChem CID	445713
UNII	G8X8WT527W Y
CompTox Dashboard (EPA)	DTXSID701020624
InChI InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+ Key: VWFJDQUYCIWHTN-YFVJMOTDSA-N
SMILES CC(=CCC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)C
Properties
Chemical formula	C15H28O7P2
Molar mass	382.330 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Chemical compound

Farnesyl pyrophosphate (FPP), also known as farnesyl diphosphate (FDP), is an intermediate in the biosynthesis of terpenes and terpenoids such as sterols and carotenoids.^[1] It is also used in the synthesis of CoQ (part of the electron transport chain), as well as dehydrodolichol diphosphate (a precursor of dolichol, which transports proteins to the ER lumen for N-glycosylation).

Farnesyl pyrophosphate synthase (aprenyl transferase)^[2] 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:

• Dimethylallyl pyrophosphate reacts with 3-isopentenyl pyrophosphate to form geranyl pyrophosphate:

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

The above reactions are inhibited by bisphosphonates (used for osteoporosis).^[3] Farnesyl pyrophosphate is a selective agonistofTRPV3.^[4]

• Farnesene
• Farnesol
• Geranyl pyrophosphate
• Geranylgeranyl pyrophosphate