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Geranylgeranyl pyrophosphate

CAS No.
6699-20-3
Chemical Name:
Geranylgeranyl pyrophosphate
Synonyms
GGPP;Geranyl-PP;GERANYLGERANYL PYROPHOSPHATE AMMONIUM SALT;GERANYLGERANYLDIPHOSPHATE;GERANYLGERANYLPYRO-PHOSPHATE;Geranylgeraniol pyrophosphate;E,E,E-Geranylgeranyl diphosphate;GERANYLGERANYL PYROPHOSPHATE AMMONIU;Geranylgeranylpyrophosphate triaMMoniuM;GERANYLGERANYLPYROPHOSPHATE TRIAMMONIUM SALT
CBNumber:
CB2102300
Molecular Formula:
C20H36O7P2
Molecular Weight:
450.44
MDL Number:
MFCD00671235
MOL File:
6699-20-3.mol
Last updated:2023-05-06 17:15:45

Geranylgeranyl pyrophosphate Properties

Boiling point 584.1±60.0 °C(Predicted)
Density 1.167±0.06 g/cm3(Predicted)
Flash point 11 °C
storage temp. −20°C
pka 1.04±0.50(Predicted)
form solution
FDA UNII N21T0D88LX

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  7-16-36/37-45
RIDADR  UN 1230 3/PG 2
WGK Germany  1
HS Code  35079090

Geranylgeranyl pyrophosphate price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G6025 Geranylgeranyl pyrophosphate ammonium salt solution, ≥95% (TLC), ~1?mg/mL in methanol: NH4OH (7:3) 6699-20-3 1vial $149 2024-03-01 Buy
Sigma-Aldrich G6025 Geranylgeranyl pyrophosphate ammonium salt solution, ≥95% (TLC), ~1?mg/mL in methanol: NH4OH (7:3) 6699-20-3 5vials $507 2024-03-01 Buy
Usbiological 278319 Geranylgeranyl pyrophosphate triammonium salt 6699-20-3 1mg $698 2021-12-16 Buy
TRC G367753 GeranylgeranylPyrophosphate 6699-20-3 1mg $115 2021-12-16 Buy
American Custom Chemicals Corporation PXT0000325 GERANYLGERANYL PYROPHOSPHATE AMMONIUM SALT 95.00% 6699-20-3 5MG $503.7 2021-12-16 Buy
Product number Packaging Price Buy
G6025 1vial $149 Buy
G6025 5vials $507 Buy
278319 1mg $698 Buy
G367753 1mg $115 Buy
PXT0000325 5MG $503.7 Buy

Geranylgeranyl pyrophosphate Chemical Properties,Uses,Production

Description

Geranylgeranyl pyrophosphate (GGPP) is a potent endogenous regulator of Hmg2p degradation.This work was launched by the unexpected observation that GGPP addition directly to living yeast cultures caused high potency and specific stimulation of Hmg2p degradation. This effect of GGPP was not recapitulated by FPP,GGOH, or related isoprenoids. GGPP-caused Hmg2p degradation met all the criteria for the previously characterized endogenous signal.The action of added GGPP did not require production of endogenous sterol molecules, indicating that it did not act by causing the build-up of an endogenouspathway signal.

Uses

Geranylgeranyl pyrophosphate ammonium salt has been used:
in the preparation of 2.5X reaction buffer for Rab GGTase assay
to add to the culture to further drive Hmg2 degradation
as a substrate to carryout in vitro enzymatic assays for the characterization of the prenyltransferases
to reverse the action of lovastatin and also used to examine the potential role of GGPP in the study to assess the effects of exposing the melanoma cell lines in the angiogenesis model as a co-culture to lovastatin?in vitro

Definition

ChEBI: 2-trans,6-trans,10-trans-geranylgeranyl diphosphate is the all-trans-isomer of geranylgeranyl diphosphate. It has a role as a mouse metabolite. It is a conjugate acid of a 2-trans,6-trans,10-trans-geranylgeranyl diphosphate(3-).

Biosynthesis

Biosynthesis of geranylgeranyl pyrophosphate. Geranylgeranyl pyrophosphate can be synthesized from isopentenyl pyrophosphate through two prenyl transferases, FPP-synthase and GGPP-synthase (left) or through one prenyl transferase, GGPP-synthase (right). Abbreviations: DMAPP (dimethylallyl pyrophosphate), IPP (isopentenyl pyrophosphate), GPP (geranyl pyrophosphate), FPP (farnesyl pyrophosphate) and GGPP (geranylgeranyl pyrophosphate)
Biosynthesis of geranylgeranyl pyrophosphate

Biochem/physiol Actions

Geranylgeranyl pyrophosphate (GGPP) is a major enzyme that participates in the secondary metabolism of chloroplast. GGPP synthase plays a key role in the biosynthesis of terpenoid. Protein geranylgeranylation, mediated by geranylgeranyl pyrophosphate participates in the development of the ventricular chamber. It also serves as a stage-specific signal to modulate the formation of cardiac cytoarchitecture the time of mid-gestation.

Purification Methods

Purify the pyrophosphate by countercurrent distribution between two phases of a butanol/isopropyl ether/ammonia/water mixture (15:5:1:19) (v/v), or by chromatography on DEAE-cellulose (linear gradient of 0.02M KCl in 1mM Tris buffer, pH 8.9). Alternatively purify it through a column of Dowex 1-x8 (formate form previously washed with MeOH) and eluted with a linear gradient of 0.053—0.43M ammonium formate in a total volume of 300mL of MeOH. The purity can be checked by TLC on Silica gel G on buffered plates (pH 6.5), eluted with CHCl3/MeOH/H2O (60:40:9) and developed with I2 vapour. Store it as a powder at 0o. [Altman et al. J Am Chem Soc 94 3257 1972.] Itis more stable as the di(tri-n-butylammonium)hydrogen phosphate salt which can be obtained from the acid by evaporation in a rotary evaporator below 32o [Upper & West J Biol Chem 242 3285 1967]. [Gregonis & Rilling Biochemistry 13 1538 1974, Gregonis & Rilling Biochem Biophys Res Commun 54 449 1973.]

Geranylgeranyl pyrophosphate Preparation Products And Raw materials

Raw materials

Preparation Products

Geranylgeranyl pyrophosphate Suppliers

Global( 40)Suppliers
Supplier Tel Email Country ProdList Advantage
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Sichuan Wei Keqi Biological Technology Co., Ltd. 028-81700200 18116577057 3003855609@qq.com China 7892 56
Wuxi Zhongkun Biochemical Technology Co., Ltd. 0510-85629785 18013409632 sales@reading-chemicals.com China 15185 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9708 58
Shanghai Baoyisheng Biotechnology Co., LTD 15221020695 502277408@qq.com China 471 58
Beijing OKA biological technology co., LTD 010-010-62971590 18548936886 3462612863@qq.com China 6912 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 56057 58
Wuxi Helen Biotechnology Co., Ltd., 0510-85629785 18013409632 sales@reading-chemicals.com China 14092 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44941 58
3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAENYL-PYROPHOSPHATE 3NH3 3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAENYL PYROPHOSPHATE AMMONIUM SALT 3,7,11,15-TETRAMETHYL-2,6-10,14-HEXADECATETRAENYL PYROPHOSPHATE NH3 ALL TRANS GERANYL GERANYL PYROPHOSPHATE TRIAMMONIUM SALT all trans-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl pyrophosphate ammonium salt [hydroxy-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]ph GERANYLGERANYLPYRO-PHOSPHATE GERANYLGERANYLPYROPHOSPHATE TRIAMMONIUM SALT 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, trihydrogen py rophosphate, (E,E,E)- (8CI) GERANYLGERANYLDIPHOSPHATE GGPP, all trans-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl pyrophosphate ammonium salt (2E,6E,10E)-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetrene-1-ol diphosphate Diphosphoric acid α-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetrenyl] ester E,E,E-Geranylgeranyl diphosphate GERANYLGERANYL PYROPHOSPHATE AMMONIU Geranylgeranylpyrophosphate triaMMoniuM geranylgeranyl pyrophosphate ammonium*200 ug/vial Geranylgeraniol pyrophosphate Diphosphoric acid, P-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-yl] ester 2-trans,6-trans,10-trans-geranylgeranyldiphosphate Geranyl-PP GGPP GERANYLGERANYL PYROPHOSPHATE AMMONIUM SALT 6699-20-3 C20H45O7P2N3 C20H36O7P2 C20H34O7P22NH4 G Protein Function G Proteins and Cyclic Nucleotides Post-translational Modification Cell Signaling and Neuroscience Cell Biology BioChemical