G5294

GGTI-2133

≥98% (HPLC), solid

• Synonyme(s) : N-[[4-(Imidazol-4-yl)methylamino]-2-(1-naphthyl)benzoyl]leucine trifluoroacetate salt
• Formule empirique (notation de Hill) : C₂₇H₂₈N₄O₃ · C₂HF₃O₂
• Numéro CAS: 1217480-14-2
• Poids moléculaire : 570.56
• Numéro MDL: MFCD07776925
• Code UNSPSC : 12352200
• ID de substance PubChem : 24724491
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: solid
• Couleur: white to beige
• Pf: 103-118.5 °C
• Solubilité: DMSO: 25 mg/mL; H₂O: insoluble
• Température de stockage: −20°C
• Chaîne SMILES: OC(=O)C(F)(F)F.CC(C)C[C@H](NC(=O)c1ccc(NCc2c[nH]cn2)cc1-c3cccc4ccccc34)C(O)=O
• InChI: 1S/C27H28N4O3.C2HF3O2/c1-17(2)12-25(27(33)34)31-26(32)23-11-10-19(29-15-20-14-28-16-30-20)13-24(23)22-9-5-7-18-6-3-4-8-21(18)22;3-2(4,5)1(6)7/h3-11,13-14,16-17,25,29H,12,15H2,1-2H3,(H,28,30)(H,31,32)(H,33,34);(H,6,7)/t25-;/m0./s1
• Clé InChI: FXXUNOYBYJFSRB-UQIIZPHYSA-N
• Informations sur le gène: human ... FNTA(2339) , PGGT1B(5229)

Description

Application

GGTI-2133 has been used

• To understand the role of geranylgeranyl transferase in the regulation of CXC chemokine production and neutrophil recruitment in the lung.[1]
• To study the importance of geranylgeranylation in cell adhesion.[2]
• To measure ligand-induced ADP-ribosylation factor 6 (Arf6) activation in breast cancer cells.[3]

Actions biochimiques/physiologiques

GGTI-2133 is a cell-permeable non-thiol peptidomimetic that acts as a potent and selective inhibitor of geranylgeranyltransferase I (GGTase I; IC50 = 38 nM) with a 140-fold selectivity over farnesyltransferase (FTase; IC₅₀ = 5.4 μM).

GGTase I mediates prenylation to induce the oncogenic functions of the Ras and Rho proteins. Thus, GGTase I inhibitors can be utilized as effective anticancer drugs.[4] They are also useful in treating inflammation, atherosclerosis, multiple sclerosis and other diseases.[5]

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves