DMOG
SIGMA/D3695 - ≥98% (HPLC)
Synonym: Dimethyloxalylglycine; N-
CAS Number: 89464-63-1
Empirical Formula (Hill Notation): C6H9NO5
Molecular Weight: 175.14
MDL Number: MFCD05865098
Linear Formula: C6H9NO5
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D3695-10MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D3695-50MG
| assay | ≥98% (HPLC) |
| color | white to off-white |
| form | powder |
| InChI | 1S/C6H9NO5/c1-11-4(8)3-7- |
| InChI key | BNJOZDZCRHCODO-UHFFFAOYSA |
| Quality Level | 100  |
| shipped in | wet ice |
| SMILES string | COC(=O)CNC(=O)C(=O)OC |
| solubility | H2O: >30 mg/mL |
| storage temp. | −20°C |
| Application: | Dimethyloxalylglycine (DMOG) has been used as an inhibitor of ten-eleven translocation 3 (TET3) protein. |
| Application: | DMOG has been used: • in hypoxia-inducible factor (HIF) activity assay • to examine its effects on the degradation of HIF-1α and renal regeneration • in DMOG preconditioning of adipose tissues • as vehicle control for the primary liquid culture of CD34+ cells • for endothelial cell stimulation |
| Biochem/physiol Actions: | DMOG is a cell permeable prolyl-4-hydroxylase inhibitor, which upregulates HIF (hypoxia-inducible factor). |
| 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-dic |
| Features and Benefits: | This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Packaging: | 10, 50 mg in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P301 + P312 + P330 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |