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The pro-angiogenic factor HIF-1α is targeted for destruction in normoxic environments by the hydroxylation of a specific proline residue, P564, by the oxygen-sensing enzyme HIF-α prolyl hydroxylase (HIF-PH).1 DMOG is a cell permeable, competitive inhibitor of HIF-PH. It acts to stabilize HIF-1α expression at normal oxygen tensions in cultured cells, at concentrations between 0.1 and 1 mM.1 DMOG is therefore expected to act as a pro-angiogenic compound, acting via the HIF-1α system.2,3
1
Jaakkola, P., Mole, D.R., Tian, Y., et al. Targeting of HIF-α to the von Hippel-Lindau ubiquitylation complex by O2-regulated prolyl hydroxylation. Science292468-472(2001).
2
Bruick, R., and McKnight, S.L. A conserved family of prolyl-4-hydroxylases that modify HIF. Science2941337-1340(2001).
3
Ivan, M., Kondo, K., Yang, H., et al. HIFα targeted for VHL-mediated destruction by proline hydroxylation: implications for O2 sensing. Science292464-468(2001).
Synonyms
Dimethyloxallyl Glycine
Formal Name
N-(methoxyoxoacetyl)-glycine methyl ester
CAS Number
89464-63-1
Molecular Formula
C6H9NO5
Formula Weight
175.1
Formulation
A crystalline solid
Purity
≥98%
Stability
1 year
Storage
-20°C
Shipping
Room temperature
in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
COC(=O)CNC(=O)C(=O)OC
Background Reading
Ivan, M., Kondo, K., Yang, H., et al. HIFα targeted for VHL-mediated destruction by proline hydroxylation: implications for O2 sensing. Science292464-468(2001).
Jaakkola, P., Mole, D.R., Tian, Y., et al. Targeting of HIF-α to the von Hippel-Lindau ubiquitylation complex by O2-regulated prolyl hydroxylation. Science292468-472(2001).
Friedman, L., Higgin, J.J., Moulder, G., et al. Prolyl 4-hydroxylase is required for viability and morphogenesis in Caenorhabditis elegans. Proc Natl Acad Sci USA974736-4741(2000).
Bruick, R., and McKnight, S.L. A conserved family of prolyl-4-hydroxylases that modify HIF. Science2941337-1340(2001).