Synonyms: alpha-KG octyl ester; alpha-Ketoglutarate octyl ester; 1-Octyl-2-Oxo-pentanedioate; 1-Octyl-2-ketoglutarate; 2-Oxo-pentanedioic acid, 1-octyl ester; Octyl-alpha-ketoglutarate; Octyl-2KG
Molecular Formula: C13H22O5
Molecular Weight: 258.31
Linear Structural Formula: C13H22O5
Purity: >=95% (HPLC)
Storage: -20C
Biochem Physiol Actions: Octyl-alpha-KG (Octyl-2KG) is a membrane-permeant precursor form of alpha-ketoglutarate (alpha-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 alpha-KG-dependent dioxygenases. Cellular alpha-KG delivery by Octyl-alpha-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-alpha-KG also effectively reactivates alpha-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.