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DMOG Competitive HIF-PH inhibitor, cell-permeable

Catalog No.A4506
Size Price Stock Qty
10mM (in 1mL DMSO)
$80.00
In stock
50mg
$60.00
In stock
100mg
$100.00
In stock
200mg
$180.00
In stock

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Sample solution is provided at 25 µL, 10mM.

Quality Control

Chemical structure

DMOG

Biological Activity

Description DMOG is a cell-permeable, competitive inhibitor of HIF-PH.
Targets HIF-PH          
IC50            

Protocol

Cell experiment [1]:

Cell lines

B1 cells

Preparation method

The solubility of this compound in DMSO is >8.8mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

1 mM, 2 hours

Applications

DMOG upregulated phosphorylated p50 (S337) in peritoneal M.

Animal experiment [1]:

Animal models

BALB/c and C57BL/6 mice

Dosage form

8 mg/mouse, Intraperitoneal injection

Application

DMOG had significantly increased survival in LPS-induced shock. DMOG treatment upregulated the expression of IL-10, specifically in the peritoneal B-1 cell population. Mice receiving DMOG treatment prior to surgery developed significant exacerbation of disease symptoms and significantly increased mortality rate.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Hams E, Saunders S P, Cummins E P, et al. The hydroxylase inhibitor DMOG attenuates endotoxic shock via alternative activation of macrophages and IL-10 production by B-1 cells[J]. Shock (Augusta, Ga.), 2011, 36(3): 295.

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Chemical Properties

Cas No. 89464-63-1 SDF Download SDF
Chemical Name methyl 2-[(2-methoxy-2-oxoethyl)amino]-2-oxoacetate
Canonical SMILES COC(=O)CNC(=O)C(=O)OC
Formula C6H9NO5 M.Wt 175.14
Solubility >8.8mg/mL in DMSO Storage Store at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

IC50: 9.3 and 3.7 μM for hydroxyproline synthesis inhibition of embryonic chicken lung extracted from tissue and culture medium [1].

Dimethyloxalylglycine (DMOG) is an inhibitor of prolyl-4-hydroxylase domain (PHD) enzymes that regulate the stability of hypoxia-inducible factor (HIF). Localized tissue hypoxia is a feature of infection and inflammation, leading to the upregulation of the transcription factors HIF-1α and NF-κB via inhibition of oxygen sensing hydroxylase enzymes.

In vitro: DMOG acts to stabilize HIF-1a expression under normal oxygen tension in cultured cells at concentrations from 0.1 to 1 mmol/L [2].

In vivo: Pre-treatment with DMOG attenuates systemic LPS-induced activation of the NF-κB pathway. Furthermore, mice treated with DMOG had significantly increased survival in LPS-induced shock. In addition, in vivo DMOG treatment upregulates the expression of IL-10, specifically in the peritoneal B-1 cell population [3].

Clinical trial: Currently no clinical data are available.

References:
[1] Baader E, Tschank G, Baringhaus KH, Burghard H, Günzler V.  Inhibition of prolyl 4-hydroxylase by oxalyl amino acid derivatives in vitro, in isolated microsomes and in embryonic chicken tissues. Biochem J. 1994 Jun 1;300 ( Pt 2):525-30.
[2] Jaakkola P, Mole DR, Tian YM, Wilson MI, Gielbert J, Gaskell SJ, von Kriegsheim A, Hebestreit HF, Mukherji M, Schofield CJ, Maxwell PH, Pugh CW, Ratcliffe PJ.  Targeting of HIF-alpha to the von Hippel-Lindau ubiquitylation complex by O2-regulated prolyl hydroxylation. Science. 2001 Apr 20;292(5516):468-72.
[3] Hams E, Saunders SP, Cummins EP, O'Connor A, Tambuwala MT, Gallagher WM, Byrne A, Campos-Torres A, Moynagh PM, Jobin C, Taylor CT, Fallon PG.  The hydroxylase inhibitor dimethyloxallyl glycine attenuates endotoxic shock via alternative activation of macrophages and IL-10 production by B1 cells. Shock. 2011 Sep;36(3):295-302.