Substance
ID:348998
Names and Identifiers
IUPAC Traditional name
methyl 2-(2-methoxy-2-oxoacetamido)acetate
IUPAC name
methyl 2-(2-methoxy-2-oxoacetamido)acetate
Synonyms
DimethyloxalylglycineDMOGN-(Methoxyoxoacetyl)-glycine methyl ester
Properties
Physical Property
Solubility
H2O: >30 mg/mL
Apperance
white to off-white
Product Information
Empirical Formula (Hill Notation)
C6H9NO5
Purity
≥98% (HPLC)
Shipped in
wet ice
Safety Information
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS Hazard statements
H302
European Hazard Symbols
Harmful (Xn)GHS Signal Word
Warning
MSDS Link
German water hazard class
3
Risk Statements
22
Storage Temperature
-20°C
Molecule Details
Biochem/physiol Actions
DMOG is a cell permeable prolyl-4-hydroxylase inhibitor, which upregulates HIF (hypoxia-inducible factor). The protein level of HIF-1α subunit is post-transcriptionally regulated by prolyl and asparaginyl hydroxylase (PAH). Suppression of PAH activity increases endogenous HIF-1α levels. DMOG is a cell permeable, competitive inhibitor of prolyl hydroxylase domain-containing proteins (PHDs and HIF-PHs). It has been discovered that the DMOG posseses neuroprotective effect on NFG deprived cell cultures through preservation of glucose metabolism. DMOG also attenuates myocardial injury in a rabbit ischemia reperfusion model. DMOG is more potent than the older inhibitor 4-Phenyl-pyridine-2,5-dicarboxylic acid (R395889; Sigma-Aldrich rare chemicals library). The IC50 is 5.18 μM.
DMOG is a cell permeable prolyl-4-hydroxylase inhibitor, which upregulates HIF (hypoxia-inducible factor). The protein level of HIF-1α subunit is post-transcriptionally regulated by prolyl and asparaginyl hydroxylase (PAH). Suppression of PAH activity increases endogenous HIF-1α levels. DMOG is a cell permeable, competitive inhibitor of prolyl hydroxylase domain-containing proteins (PHDs and HIF-PHs). It has been discovered that the DMOG posseses neuroprotective effect on NFG deprived cell cultures through preservation of glucose metabolism. DMOG also attenuates myocardial injury in a rabbit ischemia reperfusion model. DMOG is more potent than the older inhibitor 4-Phenyl-pyridine-2,5-dicarboxylic acid (R395889; Sigma-Aldrich rare chemicals library). The IC50 is 5.18 μM.
Molecular Spectra
No Data Available
Click here to submit data
References
No Data Available
Click here to submit data