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G6772

Sigma-Aldrich

Geranyl pyrophosphate ammonium salt

1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3)), ≥95% (TLC)

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Synonym(s):
trans-3,7-Dimethyl-2,6-octadienyl pyrophosphate, GPP
Linear Formula:
C10H20O7P2 · 3NH3
CAS Number:
Molecular Weight:
365.30
MDL number:
PubChem Substance ID:
NACRES:
NA.83

Assay

≥95% (TLC)

form

liquid

packaging

vial of 200 μg

concentration

1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3))

storage temp.

−20°C

SMILES string

C\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O

InChI

1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/b10-7+

InChI key

GVVPGTZRZFNKDS-JXMROGBWSA-N

Biochem/physiol Actions

Intermediate in terpene biosynthesis

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

68.0 °F - closed cup

Flash Point(C)

20 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Grégory Guirimand et al.
Plants (Basel, Switzerland), 9(4) (2020-04-11)
The Madagascar periwinkle (Catharanthus roseus) synthesizes the highly valuable monoterpene indole alkaloids (MIAs) through a long metabolic route initiated by the 2C-methyl-D-erythritol 4-phosphate (MEP) pathway. In leaves, a complex compartmentation of the MIA biosynthetic pathway occurs at both the cellular
J Xie et al.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 25(4), 454-461 (2018-07-03)
To evaluate the relationship between individual bacterial and viral pathogens and disease severity. Children <18 years with three or more episodes of vomiting and/or diarrhoea were enrolled in two Canadian paediatric emergency departments between December 2014 and August 2016. Specimens were
Lei Cheng et al.
Nature communications, 8(1), 110-110 (2017-07-26)
Quantifying the responses of the coupled carbon and water cycles to current global warming and rising atmospheric CO
Wenping Yuan et al.
Science advances, 5(8), eaax1396-eaax1396 (2019-08-28)
Atmospheric vapor pressure deficit (VPD) is a critical variable in determining plant photosynthesis. Synthesis of four global climate datasets reveals a sharp increase of VPD after the late 1990s. In response, the vegetation greening trend indicated by a satellite-derived vegetation
Jacob Schewe et al.
Nature communications, 10(1), 1005-1005 (2019-03-03)
Global impact models represent process-level understanding of how natural and human systems may be affected by climate change. Their projections are used in integrated assessments of climate change. Here we test, for the first time, systematically across many important systems

Articles

Biosynthesis of cholesterol generally takes place in the endoplasmic reticulum of hepatic cells and begins with acetyl- CoA, which is mainly derived from an oxidation reaction in the mitochondria. Acetyl-CoA and acetoacetyl-CoA are converted to 3-hydroxy- 3-methylglutaryl-CoA (HMG-CoA) by HMG-CoA synthase.

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