N-Oxalylglycine

N-Oxalylglycine is a cell permeable α-ketoglutarate analogue that functions as a competitive inhibitor of P4HA and PDI (prolyl 4-hydroxylase) which hydroxylates proline-rich peptides in vitro. Studies show that the glycine moiety of N-Oxalylglycine can be modified stereoselectively by acylsulfonamides or anilides binding to the ω-carboxylate group of the molecule resulting in a sharp reduction in activity. In addition, N-Oxalylglycine competes with αKG to bind to taurine/αKG dioxygenase resulting in inhibition of the enzyme. N-Oxalylglycine is an inhibitor of HIF PHD1 and HIF PHD2.