Upon verification, D3695 is known to induce hypoxia. For further reference, you can refer the following citation: "Biomed Pharmacother. 2020 Jan;121:109606. doi: 10.1016/j.biopha.2019.109606. Epub 2019 Nov 25. Prodrug of epigallocatechin-3-gallate alleviates choroidal neovascularization via down-regulating HIF-1α/VEGF/VEGFR2 pathway and M1 type macrophage/microglia polarization."
D3695
DMOG
≥98% (HPLC), powder, HIF-hydroxylase inhibitor
Synonym(s):
Dimethyloxalylglycine, N-(Methoxyoxoacetyl)-glycine methyl ester
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About This Item
Empirical Formula (Hill Notation):
C6H9NO5
CAS Number:
Molecular Weight:
175.14
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Pricing and availability is not currently available.
Product Name
DMOG, ≥98% (HPLC)
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
H2O: >30 mg/mL
shipped in
wet ice
storage temp.
−20°C
SMILES string
COC(=O)CNC(=O)C(=O)OC
InChI
1S/C6H9NO5/c1-11-4(8)3-7-5(9)6(10)12-2/h3H2,1-2H3,(H,7,9)
InChI key
BNJOZDZCRHCODO-UHFFFAOYSA-N
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[1]
- in DMOG preconditioning of adipose tissues
- as vehicle control for the primary liquid culture of CD34+ cells
- for endothelial cell stimulation
Dimethyloxalylglycine (DMOG) has been used as an inhibitor of ten-eleven translocation 3 (TET3) protein.
Biochem/physiol Actions
DMOG is a cell permeable prolyl-4-hydroxylase inhibitor, which upregulates HIF (hypoxia-inducible factor).
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.
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.
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This Item | |||
|---|---|---|---|
| form powder | form powder | form solid | form powder |
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C |
| solubility H2O: >30 mg/mL | solubility DMSO: >20 mg/mL | solubility DMSO: >10 mg/mL | solubility DMSO: 20 mg/mL, clear |
| color white to off-white | color off-white to tan | color white to off-white | color white to beige |
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Is it suitable to use D3695 to induce hypoxia?
1 answer-
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Bonjour, Quelle est la durée de conservation à -20°C de ce réactif ? Merci
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This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment.
For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.
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