Geranyl Diphosphate (GPP)

Product Number: I-0100

$209
$596

Geranyl diphosphate (GPP) is an intermediate in isoprenoid biosynthesis. Isoprenoid compounds are a diverse group of natural products which are essential components in all cells. Isoprenoids are biosynthesized from the simple precursors isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). Eukaryotes, fungi, and some gram-positive bacteria produce IPP through the mevalonate (MVA) pathway whereas gram-negative and some gram-positive bacteria utilize the non-mevalonate or 2-C-methyl-D-erythritol-4-phosphate (MEP) pathway. GPP is formed by the condensation of DMAPP and IPP catalyzed by geranyl diphosphate synthase.

Provided as the tris-ammonium salt

Alternate Names: Geranyl pyrophosphate, GPP

Bulk discounts available, please email echelon@echelon-inc.com for information.


Categories

Biochemical Reagents

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Isoprenoid, Isoprenoid Diphosphate

CAS Number

104715-14-2

Molecular Formula

C10H29N3O7P2

Molecular Weight (g/mol)

365.3

Purity

>95%

Storage

-20 °C or below


Technical Data Sheet

1. Kuzuyama, T., J. P. Noel, et al. (2005). “Structural basis for the promiscuous biosynthetic prenylation of aromatic natural products.” Nature 435(7044): 983.
2. McKay, S. A., W. L. Hunter, et al. (2003). “Insect attack and wounding induce traumatic resin duct development and gene expression of (-)-pinene synthase in Sitka spruce.” Plant Physiol 133(1): 368-78.
3. Schilmiller, A. L., I. Schauvinhold, et al. (2009). “Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate.” Proceedings of the National Academy of Sciences 106(26): 10865-10870.
4. Falara, V., Akhtar, T. A., Nguyen, T. T. H., Spyropoulou, E. A., Bleeker, P. M., Schauvinhold, I., … Pichersky, E. (2011). “The tomato terpene synthase gene family.” Plant Physiology, 157(2), 770-789. DOI:10.1104/pp.111.179648
5. Blank, P. N., et al. (2017). “Substitution of Aromatic Residues with Polar Residues in the Active Site Pocket of epi-Isozizaene Synthase Leads to the Generation of New Cyclic Sesquiterpenes.” Biochemistry 56(43): 5798-5811.
6. Rea, K. A., et al. (2019). “Biosynthesis of cannflavins A and B from Cannabis sativa L.” Phytochemistry 164: 162-171.

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