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763-10-0

763-10-0 Structure

763-10-0 Structure
IdentificationBack Directory
[Name]

GERANYL PYROPHOSPHATE AMMONIUM 200
[CAS]

763-10-0
[Synonyms]

NEROLPYROPHOSPHATE
Geranyl diphosphate
Geranyl pyrophosphate
GVVPGTZRZFNKDS-JXMROGBWSA-N
GERANYL PYROPHOSPHATE AMMONIUM 200
geranyl pyrophosphate ammonium*200 ug/vial
trans-3,7-dimethyl-2,6-octadienyl pyrophosphate
(2E)-3,7-Dimethyl-2,6-octadiene-1-ol diphosphoric acid
trans-3,7-Dimethyl-2,6-octadienyl pyrophosphate, GPP
Diphosphoric acid,P-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-
Diphosphoric acid α-[(2E)-3,7-dimethyl-2,6-octadienyl] ester
[(2E)-3,7-dimethylocta-2,6-dienyl] phosphono hydrogen phosphate
[Molecular Formula]

C10H20O7P2
[MDL Number]

MFCD00189726
[MOL File]

763-10-0.mol
[Molecular Weight]

365.3
Chemical PropertiesBack Directory
[Boiling point ]

484.2±55.0 °C(Predicted)
[density ]

1.342±0.06 g/cm3(Predicted)
[Fp ]

20 °C
[storage temp. ]

−20°C
[form ]

liquid
[pka]

1.05±0.50(Predicted)
[CAS DataBase Reference]

763-10-0
Safety DataBack Directory
[Hazard Codes ]

F,T
[Risk Statements ]

11-39/23/24/25-23/24/25
[Safety Statements ]

7-16-23-45-36/37
[RIDADR ]

UN 1230 3/PG 2
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Geranyl diphosphate is a key intermediate in the isoprenoid biosynthesis pathway (IBP). HY-114295 plays key roles in cellular metabolism and is responsible for the production of both sterol and non-sterol isoprenoids[1][2].
[Definition]

ChEBI: Geranyl diphosphate is the diphosphate of the polyprenol compound geraniol. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a geraniol. It is a conjugate acid of a geranyl diphosphate(3-).
[Biochem/physiol Actions]

Intermediate in terpene biosynthesis
[IC 50]

Human Endogenous Metabolite
[Purification Methods]

Purify the pyrophosphate by paper chromatography on Whatman No 3 MM paper in a system of isopropyl alcohol/isobutyl alcohol/ammonia/water (40:20:1:39), RF 0.77-0.82. Store it in the dark as the ammonium salt at 0o. The E-form crystallises in platelets from aqueous Me2CO, m ~120o. It dissolves in dry MeCN. Alternatively purify it through a column of Dowex AG 1x8(200-400mesh) equilibrated with 50mM NH4 formate, and elute with MeOH/H2O/NH4OH (95:5:05), then freeze-dry. [Dixit et al. J Org Chem 46 1967 1981, Beilstein 1 IV 3580.]
[References]

[1] Chhonker YS, et, al. Simultaneous Quantitation of Isoprenoid Pyrophosphates in Plasma and Cancer Cells Using LC-MS/MS. Molecules. 2018 Dec 11;23(12):3275. DOI:10.3390/molecules23123275
[2] Chang TH, et, al. Structure of a heterotetrameric geranyl pyrophosphate synthase from mint (Mentha piperita) reveals intersubunit regulation. Plant Cell. 2010 Feb;22(2):454-67. DOI:10.1105/tpc.109.071738
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