DMOG (dimethyloxaloylglycine)

Alias: Dimethyloxalylglycine
Cat No.:V0936 Purity: ≥98%
DMOG (also called dimethyloxaloylglycine) is a novel, potent and cell permeable antagonist of α-ketoglutarate cofactor and competitive inhibitor for HIF prolyl hydroxylase with neuro- andcardioprotective effects.
DMOG (dimethyloxaloylglycine) Chemical Structure CAS No.: 89464-63-1
Product category: Hydroxylase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

DMOG (also called dimethyloxaloylglycine) is a novel, potent and cell permeable antagonist of α-ketoglutarate cofactor and competitive inhibitor for HIF prolyl hydroxylase with neuro- and cardioprotective effects. It acts by stabilizing HIF-1α expression at normal oxygen tensions in cultured cells. DMOG ia able to provide neuroprotection after traumatic brain injury. DMOG can provide enhanced efficacy with reduced systemic exposure in a murine model of colitis. DMOG efficiently suppresses hydroxyproline synthesis in intact cells, but shows only weakly active in the microsomal system. DMOG reduces FGF-2-induced proliferation and cyclin A expression by inhibiting prolyl hydroxylase activity in HPASMC

Biological Activity I Assay Protocols (From Reference)
ln Vitro
When applied to intact cells, DMOG effectively inhibits the formation of hydroxyproline; however, it is only sporadically active in the microsomal system[1]. DMOG inhibits prolyl hydroxylase activity in HPASMC, which decreases FGF-2-induced proliferation and cyclin A expression[3].
ln Vivo
In mice with ischemic skeletal muscles, DMOG causes angiogenesis and inhibits endogenous HIF inactivation[2]. In hyperlipidemic rats, DMOG-induced up-regulation of hypoxia-inducible factor-1α amplifies the cardioprotective benefits of ischemic postconditioning[4].
Animal Protocol
8 mg DMOG dissolved in 0.5 ml saline; 8 mg/mouse; i.p. injection
C57Bl6 Mice
References
[1]. Baader E, et al. 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]. Milkiewicz M, et al. Inhibition of endogenous HIF inactivation induces angiogenesis in ischaemic skeletal muscles of mice. J Physiol. 2004 Oct 1;560(Pt 1):21-6.
[3]. Schultz K, et al. Prolyl hydroxylase 2 deficiency limits proliferation of vascular smooth muscle cells by hypoxia-inducible factor-1{alpha}-dependent mechanisms. Am J Physiol Lung Cell Mol Physiol. 2009 Jun;296(6):L921-7.
[4]. Li X, et al. Up-regulation of hypoxia-inducible factor-1α enhanced the cardioprotective effects of ischemic postconditioning in hyperlipidemic rats. Acta Biochim Biophys Sin (Shanghai). 2014 Feb;46(2):112-8.
[5]. Singh A, et al. Hypoxia-inducible factor (HIF) prolyl hydroxylase inhibitors induce autophagy and have a protective effect in an in-vitro ischaemia model.Sci Rep. 2020 Jan 31;10(1):1597
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H9NO5
Molecular Weight
175.14
CAS #
89464-63-1
SMILES
O=C(OC)CNC(C(OC)=O)=O
Synonyms
Dimethyloxalylglycine
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 35 mg/mL (199.8 mM)
Water:35 mg/mL (199.8 mM)
Ethanol:35 mg/mL (199.8 mM)
Preparing Stock Solutions 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 0.5710 mL 2.8549 mL 5.7097 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • DMOG

    Immunohistochemistry of HIF-1α protein expression in mouse skeletal muscle.J Physiol.2004 Oct 1;560(Pt 1):21-6.
  • DMOG

    Effect of DMOG treatment on protein expression by Western analysis in ischaemic and non-ischaemic mouse EDL .J Physiol.2004 Oct 1;560(Pt 1):21-6.
  • DMOG

    Biochem J.1994 Jun 1;300 ( Pt 2):525-30.
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