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CAS 372-97-4

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Farnesyl diphosphate

Description:
Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of terpenes and terpenoids, playing a crucial role in various biological processes. It is a diphosphate ester derived from farnesol and is characterized by its structure, which includes a long hydrocarbon chain with a diphosphate group. FPP is involved in the prenylation of proteins, a post-translational modification that facilitates the attachment of proteins to cell membranes, influencing their function and localization. The compound is typically found in living organisms, particularly in plants and microorganisms, where it serves as a precursor for the synthesis of cholesterol, steroid hormones, and other vital biomolecules. FPP is also recognized for its role in the mevalonate pathway, which is essential for the production of isoprenoids. In terms of physical properties, FPP is generally a colorless to pale yellow liquid, soluble in organic solvents, and exhibits a relatively low volatility. Its reactivity is influenced by the presence of the diphosphate group, making it a target for various enzymatic reactions in metabolic pathways.
Formula:C15H28O7P2
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+
InChI key:InChIKey=VWFJDQUYCIWHTN-YFVJMOTDSA-N
SMILES:C(OP(OP(=O)(O)O)(=O)O)/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
Synonyms:
  • Diphosphoric acid, mono(3,7,11-trimethyl-2,6,10-dodecatrienyl) ester, (E,E)-
  • Diphosphoric acid, P-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester
  • 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, trihydrogen pyrophosphate, (E,E)-
  • Farnesyl pyrophosphate
  • Diphosphoric acid, mono[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl] ester
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