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DMOG

Catalog No. D3695 Name Sigma Aldrich
CAS Number 89464-63-1 Website http://www.sigmaaldrich.com
M. F. C6H9NO5 Telephone 1-800-521-8956
M. W. 175.13936 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 10776

SYNONYMS

IUPAC name
methyl 2-(2-methoxy-2-oxoacetamido)acetate
IUPAC Traditional name
methyl 2-(2-methoxy-2-oxoacetamido)acetate
Synonyms
N-(Methoxyoxoacetyl)-glycine methyl ester
Dimethyloxalylglycine

DATABASE IDS

MDL Number MFCD05865098
CAS Number 89464-63-1

PROPERTIES

Empirical Formula (Hill Notation) C6H9NO5
Purity ≥98% (HPLC)
Shipped in wet ice
Apperance white to off-white
Solubility H2O: >30 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Risk Statements 22
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
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.
Description (简体中文)
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.

REFERENCES