G6025

Geranylgeranyl pyrophosphate ammonium salt

solution, ≥95% (TLC), ~1 mg/mL in methanol: NH₄OH (7:3)

• Synonym(s): GGPP, all trans-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl pyrophosphate ammonium salt
• Empirical Formula (Hill Notation): C₂₀H₃₆O₇P₂ · xNH₃
• CAS Number: 6699-20-3
• Molecular Weight: 450.44 (free acid basis)
• MDL number: MFCD00156114
• UNSPSC Code: 12352211
• PubChem Substance ID: 24895243
• NACRES: NA.77

Properties

• Assay: ≥95% (TLC)
• form: solution
• packaging: vial of 200 μg
• concentration: ~1 mg/mL in methanol: NH₄OH (7:3)
• storage temp.: −20°C
• SMILES string: C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
• InChI: 1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
• InChI key: OINNEUNVOZHBOX-QIRCYJPOSA-N

Description

Application

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

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.

Isoprenoid from the intracellular mevalonate pathway used for prenylation of several low molecular weight G proteins, including Ras. Intermediate in terpene biosynthesis.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• 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 Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• Target Organs: Eyes
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 51.8 °F - closed cup
• Flash Point(C): 11 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves