Synonyms: (2R)-2-Hydroxyglutarate octyl ester; (2R)-Octyl-alpha-hydroxyglutarate; 1-Octyl-D-2-hydroxyglutarate; 1-octyl ester; 2R-Hydroxy-pentanedioic acid; Octyl-2HG; Octyl-D-2HG; R-2HG octyl ester
Molecular Formula: C13H24O5
Molecular Weight: 260.33
Linear Structural Formula: C13H24O5
MDL Number: MFCD30735809
Purity: >=98% (HPLC)
Storage: -20C
Application: Octyl-®-2 hydroxyglutarate (HG) has been used as a membrane permeamble oncometabolite in gliblostoma cells to test its effects on NANOG transcription factor expression. It has also been used as a competitive inhibitor of the enzyme a-ketoglutarate (a-KG)-dependent deoxygenase.
Biochem Physiol Actions: Octyl-®-2HG (Octyl-D-2HG) is a membrane-permeant precursor form of the oncometabolite D-2-hydroxyglutarate (D-2HG) produced by tumor cells due to mutations in the NADP+-dependent isocitrate dehydrogenase genes IDH1 and IDH2. D-2HG inhibits multiple α-ketoglutarate/α-KG-dependent dioxygenases by competing against α-KG binding. Cellular D-2HG delivery by Octyl-®-2HG treatment (1-50 mM) is shown to suppress demethylase activity (~148% H3K9me2 and ~310% H3K79me2 upregulation; 50 mM in U-87MG) as well as increase HIF-1α and decrease endostatin levels as a result of inhibiting α-KG-dependent dioxygenases prolyl hydroxylases (PHDs) and collagen prolyl-4-hydroxylase (C-P4H), respectively.