SML2205

Octyl-α-KG

≥95% (HPLC)

• Synonyme(s) : α-KG octyl ester, α-Ketoglutarate octyl ester, 1-Octyl-2-Oxo-pentanedioate, 1-Octyl-2-ketoglutarate, 2-Oxo-pentanedioic acid, 1-octyl ester, Octyl-α-ketoglutarate, Octyl-2KG
• Formule empirique (notation de Hill) : C₁₃H₂₂O₅
• CAS Number: 876150-14-0
• Poids moléculaire : 258.31
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥95% (HPLC)
• Forme: oil
• Conditions de stockage: desiccated; under inert gas
• Couleur: colorless to yellow
• Température de stockage: −20°C
• Chaîne SMILES: CCCCCCCCOC(C(CCC(O)=O)=O)=O
• InChI: 1S/C13H22O5/c1-2-3-4-5-6-7-10-18-13(17)11(14)8-9-12(15)16/h2-10H2,1H3,(H,15,16)
• Clé InChI: QNFIHKFBQFJVKV-UHFFFAOYSA-N

Description

Application

Octyl-α-KG has been used to study its effects on the cell viability and to replenish α-KG levels in human glioblastoma cells.

Actions biochimiques/physiologiques

Membrane-permeant precursor of α-ketoglutarate that restores activity of α-KG-dependent dioxygenases in cancer cells.

Octyl-α-KG (Octyl-2KG) is a membrane-permeant precursor form of α-ketoglutarate (α-KG or 2KG) whose downregulation is often seen with concomitant upregulated D-2-hydroxyglutarate (D-2HG) in tumor cells due to mutations in the NADP⁺-dependent isocitrate dehydrogenase genes IDH1 and IDH2, leading to reduced activity of multiple α-KG-dependent dioxygenases. Cellular α-KG delivery by Octyl-α-KG treatment (1-5 mM) is shown to restore cellular demethylase activity following octyl-2-HG (1-50 mM) treatment or IDH1(R132H) mutant expression. Octyl-α-KG also effectively reactivates α-KG-dependent dioxygenases prolyl hydroxylase (PHD) activity in cells with a dysfunctional tricarboxylic acid (TCA) cycle due to succinate dehydrogenase (SDH) and/or fumarate hydratase (FH) deficiency.

Informations sur la sécurité

• 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