1391194-64-1

(2S)-Octyl-α-hydroxyglutarate is a cell permeable derivative of the L-isomer of 2-Hydroxyglutaric Acid (H942575), a potential inhibitor of glutamate carboxypeptidase. Also, being structurally similar to α-ketoglutarate, it competitively inhibits α-ketoglutarate dependent dioxygenases.

Octyl-(S)-2HG (Octyl-L-2HG) is a membrane-permeant precursor form of the oncometabolite L-2-hydroxyglutarate (L2HG) produced from α‐KG by malate dehydrogenases (MDH1/2) and lactate dehydrogenase (LDHA). L2HG can be converted back to α-KG by L-2-hydroxyglutarate dehydrogenase (LHGDH)deletion or mutations of which lead to L2HG accumulationmetabolic disorders and reduced 5hmC levels. Both D- and L-2HG inhibit Jumonji histone demethylases and Tet oxygenases by competing against α-KG binding. HoweverL2HG is an antagonistwhile R2HG (D2HG) is an agonist of α-KG-dependent prolylhydroxylase (EglN).

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