D3695

DMOG

≥98% (HPLC), powder, HIF-hydroxylase inhibitor

• Synonyme(s) : Dimethyloxalylglycine, N-(Methoxyoxoacetyl)-glycine methyl ester
• Formule empirique (notation de Hill) : C₆H₉NO₅
• CAS Number: 89464-63-1
• Poids moléculaire : 175.14
• Numéro MDL: MFCD05865098
• Code UNSPSC : 12352200
• ID de substance PubChem : 329798774
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: DMOG, ≥98% (HPLC)
• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: white to off-white
• Solubilité: H₂O: >30 mg/mL
• Conditions d'expédition: wet ice
• Température de stockage: −20°C
• Chaîne SMILES: 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)
• Clé InChI: BNJOZDZCRHCODO-UHFFFAOYSA-N

Description

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

Dimethyloxalylglycine (DMOG) has been used as an inhibitor of ten-eleven translocation 3 (TET3) protein.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P264 - P270 - P301 + P312 - P501
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable