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DMOG (Synonyms: Dimethyloxallyl Glycine)

Catalog No.GC16973 Copy One-Click Copy Product Info

DMOG is a competitive and cell-permeable hypoxia-inducible factor prolyl hydroxylase (HIF-PH) inhibitor, as well as an activator of hypoxia-inducible factor-1α (HIF-1α).

Products are for research use only. Not for human use. We do not sell to patients.

DMOG Chemical Structure

Cas No.: 89464-63-1

Size Price Stock Qty
10mM (in 1mL DMSO)
$62.00
In stock
50mg
$47.00
In stock
100mg
$70.00
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200mg
$130.00
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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 7 publications

Description of DMOG

DMOG is a competitive and cell-permeable hypoxia-inducible factor prolyl hydroxylase (HIF-PH) inhibitor, as well as an activator of hypoxia-inducible factor-1α (HIF-1α)[1]. DMOG stabilizes HIF-1α and prevents its prolyl hydroxylation-mediated degradation by inhibiting HIF-PH enzymatic activity, thereby stabilizing HIF-1α and activating downstream target gene expression at both the cellular and animal levels[2]. DMOG is commonly used in research areas including HIF signaling pathway regulation, ischemia-reperfusion injury protection, angiogenesis, and neuroprotection[3,4].

In vitro, treatment of rat bone marrow mesenchymal stromal cells (BM-MSCs) with DMOG (500, 1000μM) for 72h significantly upregulated C-X-C chemokine receptor type 4 (CXCR4) protein expression compared with the control group[5]. DMOG (0.5mM) pretreatment of PC12 and HCT116 cells for 0.5h significantly inhibited mitochondrial respiration and activated glycolytic activity[6].

In vivo, Sprague-Dawley rats exposed to chronic hypoxia (10% O2) and treated with DMOG (100mg/kg; once daily; i.p.) for 4 weeks showed significant stabilization of myocardial HIF-1α protein levels[7]. In BALB/c mice pretreated with DMOG (8mg/mouse; i.p.) 2h prior to lipopolysaccharide (LPS)-induced endotoxic shock, DMOG significantly improved survival rate, decreased serum TNF-α levels, and increased IL-10 levels[8].

References:

[1] Zhang Y, Cai W, Ren Z, et al. Chiral supramolecular hydrogel loaded with dimethyloxalyglycine to accelerate chronic diabetic wound healing by promoting cell proliferation and angiogenesis[J]. Gels, 2022, 8(7): 437.

[2] Ding H, Gao Y S, Wang Y, et al. Dimethyloxaloylglycine increases the bone healing capacity of adipose-derived stem cells by promoting osteogenic differentiation and angiogenic potential[J]. Stem cells and development, 2014, 23(9): 990-1000.

[3] Sen T, Sen N. Treatment with an activator of hypoxia-inducible factor 1, DMOG provides neuroprotection after traumatic brain injury[J]. Neuropharmacology, 2016, 107: 79-88.

[4] Ockaili R, Natarajan R, Salloum F, et al. HIF-1 activation attenuates postischemic myocardial injury: role for heme oxygenase-1 in modulating microvascular chemokine generation[J]. American Journal of Physiology-Heart and Circulatory Physiology, 2005, 289(2): H542-H548.

[5] Yinfei W, Aiping J, Chao F, et al. DFO and DMOG up-regulate the expression of CXCR4 in bone marrow mesenchymal stromal cells[J]. Die Pharmazie-An International Journal of Pharmaceutical Sciences, 2013, 68(10): 835-838.

[6] Zhdanov A V. HIF-independent inhibition of mitochondrial function by DMOG: Immediate–early effects and long-term consequences[J]. Biochimica et Biophysica Acta (BBA)-Bioenergetics, 2014.

[7] Zhang S, Ma K, Liu Y, et al. Stabilization of Hypoxia-inducible Factor by DMOG Inhibits Development of Chronic Hypoxia–Induced Right Ventricular Remodeling[J]. Journal of cardiovascular pharmacology, 2016, 67(1): 68-75.

[8] Hams E, Saunders S P, Cummins E P, et al. The hydroxylase inhibitor dimethyloxallyl glycine attenuates endotoxic shock via alternative activation of macrophages and IL-10 production by B1 cells[J]. Shock, 2011, 36(3): 295-302.

Protocol of DMOG

Cell experiment [1]:

Cell lines

BM-MSCs

Preparation Method

BM-MSCs were treated with DMOG (500, 1000μM) for 72h, then cells were collected and subjected to Western blot analysis using anti-CXCR4 antibodies.

Reaction Conditions

500, 1000μM; 72h

Applications

Treatment wtih DMOG significantly upregulated CXCR4 protein expression levels in BM-MSCs.
Animal experiment [2]:

Animal models

BALB/c mice

Preparation Method

BALB/c mice were pretreated with DMOG (8mg/mouse; i.p.) for 2h, followed by LPS (10mg/kg; i.p.) injection to induce endotoxic shock. Survival was monitored, and serum levels of TNF-α and IL-10 were measured at 3h after LPS treatment by MSD multiplex cytokine array and ELISA, respectively.

Dosage form

8mg/mouse; i.p.

Applications

Treatment with DMOG significantly improved the survival rate of mice with endotoxin shock, reduced serum TNF-α, and increased IL-10 levels.

References:

[1] Yinfei W, Aiping J, Chao F, et al. DFO and DMOG up-regulate the expression of CXCR4 in bone marrow mesenchymal stromal cells[J]. Die Pharmazie-An International Journal of Pharmaceutical Sciences, 2013, 68(10): 835-838.

[2] Hams E, Saunders S P, Cummins E P, et al. The hydroxylase inhibitor dimethyloxallyl glycine attenuates endotoxic shock via alternative activation of macrophages and IL-10 production by B1 cells[J]. Shock, 2011, 36(3): 295-302.

Chemical Properties of DMOG

Cas No. 89464-63-1 SDF
Synonyms Dimethyloxallyl Glycine
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 DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml Storage Store at -20°C
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of DMOG

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1 mg 5 mg 10 mg
1 mM 5.7097 mL 28.5486 mL 57.0972 mL
5 mM 1.1419 mL 5.7097 mL 11.4194 mL
10 mM 571 μL 2.8549 mL 5.7097 mL
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3. All of the above co-solvents are available for purchase on the GlpBio website.

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    DMOG-GlpBio

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