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Geranylgeranyl pyrophosphate

Product Name
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
Formula Weight
450.44
MOL File
6699-20-3.mol
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Geranylgeranyl pyrophosphate Property

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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

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

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

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Geranylgeranyl pyrophosphate Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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Sichuan Wei Keqi Biological Technology Co., Ltd.
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028-81700200 18116577057
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028-81705658
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3003855609@qq.com
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China
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Wuxi Zhongkun Biochemical Technology Co., Ltd.
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0510-85629785 18013409632
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051085625359
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sales@reading-chemicals.com
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Finetech Industry Limited
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027-87465837 19945049750
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027-8777-2287
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sales@finetechnology-ind.com
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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China
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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021-65675885
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info@efebio.com
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Shanghai Baoyisheng Biotechnology Co., LTD
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15221020695
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502277408@qq.com
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Beijing OKA biological technology co., LTD
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010-010-010-62971590 18548936886
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010-62340519
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jack@oka-vip.com
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China
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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+86-400-002-6226 +86-13028896684;
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sales@rrkchem.com
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Finetech Industry Limited
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+86-27-87465837 +8618971612321
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86 27 87772287
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6699-20-3, Geranylgeranyl pyrophosphateRelated Search:


  • 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
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  • [hydroxy-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]ph
  • Geranyl-PP
  • GGPP
  • GERANYLGERANYLPYRO-PHOSPHATE
  • GERANYLGERANYL PYROPHOSPHATE AMMONIUM SALT
  • GERANYLGERANYLPYROPHOSPHATE TRIAMMONIUM SALT
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  • 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
  • Geranylgeraniol pyrophosphate
  • GERANYLGERANYL PYROPHOSPHATE AMMONIU
  • Geranylgeranylpyrophosphate triaMMoniuM
  • 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
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  • C20H45O7P2N3
  • C20H36O7P2
  • C20H34O7P22NH4
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