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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].

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-).

Intermediate in terpene biosynthesis

Human Endogenous Metabolite

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.]

[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