Octyl-α-KG
SIGMA/SML2205 - ≥95% (HPLC)
Synonym: α-KG octyl ester; α-Ketoglutarate octyl ester; 1-
CAS Number: 876150-14-0
Empirical Formula (Hill Notation): C13H22O5
Molecular Weight: 258.31
Linear Formula: C13H22O5
Product Type: Chemical
| assay | ≥95% (HPLC) |
| color | colorless to yellow |
| form | oil |
| SMILES string | CCCCCCCCOC(C(CCC(O)=O)=O) |
| storage condition | desiccated |
| under inert gas | |
| storage temp. | −20°C |
| 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. |
| Biochem/physiol Actions: | 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. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |