Geranylgeranyl pyrophosphate

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Geranylgeranyl pyrophosphate
Geranylgeranyl pyrophosphate.png
Names
IUPAC name
(2E,4E,6E)-3,5,7,11-Tetramethyldodeca-2,4,6,10-tetraene-1-pyrrophosphate
Identifiers
6699-20-3 YesY
ChEBI CHEBI:48861 YesY
ChemSpider 394418 YesY
3052
Jmol 3D model Interactive image
MeSH geranylgeranyl+pyrophosphate
PubChem 447277
  • InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+ YesY
    Key: OINNEUNVOZHBOX-QIRCYJPOSA-N YesY
  • InChI=1/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
    Key: OINNEUNVOZHBOX-QIRCYJPOBR
  • O=P(O)(O)OP(=O)(O)OC/C=C(/CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C
Properties
C20H36O7P2
Molar mass 450.45 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Geranylgeranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids.[1] In plants it is also the precursor to carotenoids, gibberellins, tocopherols, and chlorophylls.

It is also a precursor to geranylgeranylated proteins, which is its primary use in human cells. [2]

In Drosophila, geranylgeranyl pyrophosphate is synthesised by HMG-CoA encoded by the Columbus gene. Geranylgeranyl pyrophosphate is utilised as a chemoattractant for migrating germ cells that have traversed the midgut epithelia. The attractant signal is produced at the gonadal precursors, directing the germ cells to these sites, where they will differentiate into ova (eggs) and spermatozoa (sperm).

Related compounds

References

  1. Cholesterol Synthesis, Rensselaer Polytechnic Institute]
  2. Lua error in package.lua at line 80: module 'strict' not found.

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