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89464-63-1,MFCD05865098
Catalog No.:AA0034OU

89464-63-1 | Dmog

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1mg
98%
in stock  
$11.00   $8.00
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10mg
≥98%
in stock  
$28.00   $19.00
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250mg
96%
in stock  
$112.00   $78.00
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1g
98%
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$208.00   $146.00
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5g
96%
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$760.00   $532.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0034OU
Chemical Name:
Dmog
CAS Number:
89464-63-1
Molecular Formula:
C6H9NO5
Molecular Weight:
175.1394
MDL Number:
MFCD05865098
SMILES:
COC(=O)CNC(=O)C(=O)OC
Properties
Properties
 
Form:
Solid  
MP:
46-48°C  
Solubility:
H2O: >30mg/mL  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
200  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
5  
XLogP3:
-0.3  

Literature

Title: The stabilization of hypoxia inducible factor modulates differentiation status and inhibits the proliferation of mouse embryonic stem cells.

Journal: Chemico-biological interactions 20160125

Title: Featured Article: Hypoxia-inducible factor-1α dependent nuclear entry of factor inhibiting HIF-1.

Journal: Experimental biology and medicine (Maywood, N.J.) 20151101

Title: Targeting the hypoxia-sensing pathway in clinical hematology.

Journal: Stem cells translational medicine 20140201

Title: Cobalt stimulates HIF-1-dependent but inhibits HIF-2-dependent gene expression in liver cancer cells.

Journal: The international journal of biochemistry & cell biology 20131101

Title: Selective stabilization of HIF-1α in renal tubular cells by 2-oxoglutarate analogues.

Journal: The American journal of pathology 20121101

Title: Prolyl hydroxylase inhibitors increase the production of vascular endothelial growth factor in dental pulp-derived cells.

Journal: Journal of endodontics 20121101

Title: α-Ketoglutarate-related inhibitors of HIF prolyl hydroxylases are substrates of renal organic anion transporters 1 (OAT1) and 4 (OAT4).

Journal: Pflugers Archiv : European journal of physiology 20121001

Title: Activation of the prolyl-hydroxylase oxygen-sensing signal cascade leads to AMPK activation in cardiomyocytes.

Journal: Journal of cellular and molecular medicine 20120901

Title: Increased activation of the hypoxia-inducible factor pathway in varicose veins.

Journal: Journal of vascular surgery 20120501

Title: Mechanistic studies on the application of DNA aptamers as inhibitors of 2-oxoglutarate-dependent oxygenases.

Journal: Journal of medicinal chemistry 20120412

Title: Prolyl hydroxylase inhibitors increase the production of vascular endothelial growth factor by periodontal fibroblasts.

Journal: Journal of periodontal research 20120401

Title: HIF-1α induction suppresses excessive lipid accumulation in alcoholic fatty liver in mice.

Journal: Journal of hepatology 20120201

Title: Inhibition of prolyl hydroxylases by dimethyloxaloylglycine after stroke reduces ischemic brain injury and requires hypoxia inducible factor-1α.

Journal: Neurobiology of disease 20120201

Title: Hypoxia and hypoxia mimetics inhibit TNF-dependent VCAM1 induction in the 5A32 endothelial cell line via a hypoxia inducible factor dependent mechanism.

Journal: Journal of dermatological science 20120201

Title: Systemic preconditioning by a prolyl hydroxylase inhibitor promotes prevention of skin flap necrosis via HIF-1-induced bone marrow-derived cells.

Journal: PloS one 20120101

Title: Hypoxia-inducible factor activation protects the kidney from gentamicin-induced acute injury.

Journal: PloS one 20120101

Title: Inverse correlation between metallothioneins and hypoxia-inducible factor 1 alpha in colonocytes and experimental colitis.

Journal: Biochemical and biophysical research communications 20111216

Title: Activation of hypoxia-inducible factor-1 ameliorates postischemic renal injury via inducible nitric oxide synthase.

Journal: Molecular and cellular biochemistry 20111201

Title: Dimethyloxalyglycine stimulates the early stages of gastrointestinal repair processes through VEGF-dependent mechanisms.

Journal: Laboratory investigation; a journal of technical methods and pathology 20111201

Title: Activation of hypoxia-inducible factor-1 protects airway epithelium against oxidant-induced barrier dysfunction.

Journal: American journal of physiology. Lung cellular and molecular physiology 20111201

Title: Hypoxia induced expression of histone lysine demethylases: implications in oxygen-dependent retinal neovascular diseases.

Journal: Biochemical and biophysical research communications 20111118

Title: Hypoxia-inducible factor regulates expression of surfactant protein in alveolar type II cells in vitro.

Journal: American journal of respiratory cell and molecular biology 20111101

Title: Curcumin provides potential protection against the activation of hypoxia and prolyl 4-hydroxylase inhibitors on prostate-specific antigen expression in human prostate carcinoma cells.

Journal: Molecular nutrition & food research 20111101

Title: Longitudinal quantification of inflammation in the murine dextran sodium sulfate-induced colitis model using μPET/CT.

Journal: Inflammatory bowel diseases 20111001

Title: Inhibition of prolyl hydroxylase domain-containing protein downregulates vascular angiotensin II type 1 receptor.

Journal: Hypertension (Dallas, Tex. : 1979) 20110901

Title: The hydroxylase inhibitor dimethyloxallyl glycine attenuates endotoxic shock via alternative activation of macrophages and IL-10 production by B1 cells.

Journal: Shock (Augusta, Ga.) 20110901

Title: Dimethyloxalylglycine stabilizes HIF-1α in cultured human endothelial cells and increases random-pattern skin flap survival in vivo.

Journal: Plastic and reconstructive surgery 20110801

Title: Systemic pretreatment with dimethyloxalylglycine increases myocardial HIF-1α and VEGF production and improves functional recovery after acute ischemia/reperfusion.

Journal: Surgery 20110801

Title: Apigenin down-regulates the hypoxia response genes: HIF-1α, GLUT-1, and VEGF in human pancreatic cancer cells.

Journal: The Journal of surgical research 20110515

Title: Metabolic reprogramming by HIF-1 promotes the survival of bone marrow-derived angiogenic cells in ischemic tissue.

Journal: Blood 20110505

Title: [Effects of dimethyloxalyl glycine on hypoxic-ischemic brain damage in newborn rats].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20110501

Title: Hypoxia-inducible factor-1α-dependent protection from intestinal ischemia/reperfusion injury involves ecto-5'-nucleotidase (CD73) and the A2B adenosine receptor.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20110401

Title: Factor inhibiting HIF (FIH-1) promotes renal cancer cell survival by protecting cells from HIF-1α-mediated apoptosis.

Journal: British journal of cancer 20110329

Title: HIF1alpha synergizes with glucocorticoids to promote BFU-E progenitor self-renewal.

Journal: Blood 20110324

Title: Structural basis for human PHF2 Jumonji domain interaction with metal ions.

Journal: Journal of molecular biology 20110211

Title: Hydroxylase inhibition attenuates colonic epithelial secretory function and ameliorates experimental diarrhea.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110201

Title: Neuroprotection by dimethyloxalylglycine following permanent and transient focal cerebral ischemia in rats.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20110101

Title: Rhapontigenin inhibited hypoxia inducible factor 1 alpha accumulation and angiogenesis in hypoxic PC-3 prostate cancer cells.

Journal: Biological & pharmaceutical bulletin 20110101

Title: Activation of Hif1α by the prolylhydroxylase inhibitor dimethyoxalyglycine decreases radiosensitivity.

Journal: PloS one 20110101

Title: von Hippel-Lindau β-domain-luciferase fusion protein as a bioluminescent hydroxyproline sensor for a hypoxia-inducible factor prolyl hydroxylase assay.

Journal: Analytical biochemistry 20101215

Title: Renal protection in chronic kidney disease: hypoxia-inducible factor activation vs. angiotensin II blockade.

Journal: American journal of physiology. Renal physiology 20101201

Title: Hydroxylase inhibition abrogates TNF-alpha-induced intestinal epithelial damage by hypoxia-inducible factor-1-dependent repression of FADD.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20101115

Title: Hypoxia and preeclampsia: increased expression of urocortin 2 and urocortin 3.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20100901

Title: Force field design and molecular dynamics simulations of factor-inhibiting HIF-1 and its complex with known inhibitors: implications for rational inhibitor design.

Journal: Journal of molecular graphics & modelling 20100901

Title: Design, synthesis, enzyme-inhibitory activity, and effect on human cancer cells of a novel series of jumonji domain-containing protein 2 histone demethylase inhibitors.

Journal: Journal of medicinal chemistry 20100812

Title: Acute hypoxia induces HIF-independent monocyte adhesion to endothelial cells through increased intercellular adhesion molecule-1 expression: the role of hypoxic inhibition of prolyl hydroxylase activity for the induction of NF-kappa B.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20100801

Title: Hydroxylase inhibition reduces synaptic transmission and protects against a glutamate-induced ischemia in the CA1 region of the rat hippocampus.

Journal: Neuroscience 20100602

Title: Regulation of the matricellular proteins CYR61 (CCN1) and NOV (CCN3) by hypoxia-inducible factor-1{alpha} and transforming-growth factor-{beta}3 in the human trophoblast.

Journal: Endocrinology 20100601

Title: Prolyl hydroxylase EGLN3 regulates skeletal myoblast differentiation through an NF-kappaB-dependent pathway.

Journal: The Journal of biological chemistry 20100319

Title: Characterization of connective tissue growth factor expression in primary cultures of human tubular epithelial cells: modulation by hypoxia.

Journal: American journal of physiology. Renal physiology 20100301

Title: FoxO proteins mediate hypoxic induction of connective tissue growth factor in endothelial cells.

Journal: The Journal of biological chemistry 20100212

Title: Attenuation of myocardial injury by postconditioning: role of hypoxia inducible factor-1alpha.

Journal: Basic research in cardiology 20100101

Title: Activation of hypoxia-inducible factor attenuates renal injury in rat remnant kidney.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20100101

Title: Increased chemoresistance induced by inhibition of HIF-prolyl-hydroxylase domain enzymes.

Journal: Cancer science 20100101

Title: Inhibition of prolyl hydroxylase domain-containing protein suppressed lipopolysaccharide-induced TNF-alpha expression.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20091201

Title: Combined analysis of hypoxia-inducible factor 1 alpha and metallothionein indicates an aggressive subtype of colorectal carcinoma.

Journal: International journal of colorectal disease 20091101

Title: Hypoxia interferes with connective tissue growth factor (CTGF) gene expression in human proximal tubular cell lines.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20091101

Title: Prolyl hydroxylase inhibitors increase neoangiogenesis and callus formation following femur fracture in mice.

Journal: Journal of orthopaedic research : official publication of the Orthopaedic Research Society 20091001

Title: Interferon-gamma induces prolyl hydroxylase (PHD)3 through a STAT1-dependent mechanism in human endothelial cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20090901

Title: Adenosine A2A receptor is a unique angiogenic target of HIF-2alpha in pulmonary endothelial cells.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20090630

Title: Synthesis and activity of N-oxalylglycine and its derivatives as Jumonji C-domain-containing histone lysine demethylase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20090515

Title: Prolyl hydroxylase inhibitors depend on extracellular glucose and hypoxia-inducible factor (HIF)-2alpha to inhibit cell death caused by nerve growth factor (NGF) deprivation: evidence that HIF-2alpha has a role in NGF-promoted survival of sympathetic neurons.

Journal: Molecular pharmacology 20090501

Title: Prolyl hydroxylase inhibitor dimethyloxalylglycine enhances mesenchymal stem cell survival.

Journal: Journal of cellular biochemistry 20090401

Title: Proteomics-based identification of novel factor inhibiting hypoxia-inducible factor (FIH) substrates indicates widespread asparaginyl hydroxylation of ankyrin repeat domain-containing proteins.

Journal: Molecular & cellular proteomics : MCP 20090301

Title: Inhibition of oxygen sensors as a therapeutic strategy for ischaemic and inflammatory disease.

Journal: Nature reviews. Drug discovery 20090201

Title: HIF-1 attenuates Ref-1 expression in endothelial cells: reversal by siRNA and inhibition of geranylgeranylation.

Journal: Vascular pharmacology 20090101

Title: Prolyl hydroxylase inhibition attenuates post-ischemic cardiac injury via induction of endoplasmic reticulum stress genes.

Journal: Vascular pharmacology 20090101

Title: Regulation of Jumonji-domain-containing histone demethylases by hypoxia-inducible factor (HIF)-1alpha.

Journal: The Biochemical journal 20081215

Title: A novel mode of action of YC-1 in HIF inhibition: stimulation of FIH-dependent p300 dissociation from HIF-1{alpha}.

Journal: Molecular cancer therapeutics 20081201

Title: HIF-1alpha inhibition ameliorates neonatal brain injury in a rat pup hypoxic-ischemic model.

Journal: Neurobiology of disease 20080901

Title: Hypoxia-inducible factor-1 is central to cardioprotection: a new paradigm for ischemic preconditioning.

Journal: Circulation 20080708

Title: O(2)-sensing signal cascade: clamping of O(2) respiration, reduced ATP utilization, and inducible fumarate respiration.

Journal: American journal of physiology. Cell physiology 20080701

Title: Induction of carbonic anhydrase IX by hypoxia and chemical disruption of oxygen sensing in rat fibroblasts and cardiomyocytes.

Journal: Pflugers Archiv : European journal of physiology 20080501

Title: DHEA decreases HIF-1alpha accumulation under hypoxia in human pulmonary artery cells: potential role in the treatment of pulmonary arterial hypertension.

Journal: The Journal of steroid biochemistry and molecular biology 20080301

Title: The hydroxylase inhibitor dimethyloxalylglycine is protective in a murine model of colitis.

Journal: Gastroenterology 20080101

Title: Role of hypoxia-inducible factor 1 alpha in the integrity of articular cartilage in murine knee joints.

Journal: Arthritis research & therapy 20080101

Title: Prolyl hydroxylase inhibitors delay neuronal cell death caused by trophic factor deprivation.

Journal: Journal of neurochemistry 20071201

Title: HIF-1 regulates hypoxia- and insulin-induced expression of apelin in adipocytes.

Journal: American journal of physiology. Endocrinology and metabolism 20071201

Title: Hypoxia-inducible factor 1alpha is involved in the prostaglandin metabolism of osteoarthritic cartilage through up-regulation of microsomal prostaglandin E synthase 1 in articular chondrocytes.

Journal: Arthritis and rheumatism 20071201

Title: Hypoxia stimulates degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase through accumulation of lanosterol and hypoxia-inducible factor-mediated induction of insigs.

Journal: The Journal of biological chemistry 20070914

Title: Effect of chemical stabilizers of hypoxia-inducible factors on early lung development.

Journal: American journal of physiology. Lung cellular and molecular physiology 20070901

Title: HIF stabilizing agents: shotgun or scalpel?

Journal: American journal of physiology. Lung cellular and molecular physiology 20070901

Title: Prolyl hydroxylase inhibitor treatment confers whole-animal hypoxia tolerance.

Journal: Acta physiologica (Oxford, England) 20070601

Title: Hypoxia inducible factor-1 modulates hemin-induced IL-8 secretion in microvascular endothelium.

Journal: Microvascular research 20070501

Title: Toxic effects of cobalt in primary cultures of mouse astrocytes. Similarities with hypoxia and role of HIF-1alpha.

Journal: Biochemical pharmacology 20070301

Title: The prolyl hydroxylase oxygen-sensing pathway is cytoprotective and allows maintenance of mitochondrial membrane potential during metabolic inhibition.

Journal: American journal of physiology. Cell physiology 20070201

Title: Induction of activating transcription factor 3 by anoxia is independent of p53 and the hypoxic HIF signalling pathway.

Journal: Oncogene 20070111

Title: Expression of HIF prolyl hydroxylase isozymes in growth plate chondrocytes: relationship between maturation and apoptotic sensitivity.

Journal: Journal of cellular physiology 20070101

Title: Concordant regulation of gene expression by hypoxia and 2-oxoglutarate-dependent dioxygenase inhibition: the role of HIF-1alpha, HIF-2alpha, and other pathways.

Journal: The Journal of biological chemistry 20060602

Title: Hypoxia dysregulates the production of adiponectin and plasminogen activator inhibitor-1 independent of reactive oxygen species in adipocytes.

Journal: Biochemical and biophysical research communications 20060310

Title: [HIF-1alpha, HIF-2alpha and VHL mRNA expression in different cell lines during hypoxia].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20060101

Title: Kinetic and spectroscopic investigation of CoII, NiII, and N-oxalylglycine inhibition of the FeII/alpha-ketoglutarate dioxygenase, TauD.

Journal: Biochemical and biophysical research communications 20051209

Title: HIF-1 activation attenuates postischemic myocardial injury: role for heme oxygenase-1 in modulating microvascular chemokine generation.

Journal: American journal of physiology. Heart and circulatory physiology 20050801

Title: Activation of hypoxia-induced transcription in normoxia.

Journal: Experimental cell research 20050515

Title: Nitric oxide reverses desferrioxamine- and hypoxia-evoked HIF-1alpha accumulation--implications for prolyl hydroxylase activity and iron.

Journal: Experimental cell research 20050515

Title: Oligomycin inhibits HIF-1alpha expression in hypoxic tumor cells.

Journal: American journal of physiology. Cell physiology 20050501

Title: OS-9 interacts with hypoxia-inducible factor 1alpha and prolyl hydroxylases to promote oxygen-dependent degradation of HIF-1alpha.

Journal: Molecular cell 20050218

Title: Expression and hypoxia-responsiveness of 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4 in mammary gland malignant cell lines.

Journal: Acta biochimica Polonica 20050101

Title: Inhibition of endogenous HIF inactivation induces angiogenesis in ischaemic skeletal muscles of mice.

Journal: The Journal of physiology 20041001

Title: Role of prolyl hydroxylation in oncogenically stabilized hypoxia-inducible factor-1alpha.

Journal: The Journal of biological chemistry 20021018

Title: 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.

Title: 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.

Title: 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.

Title: 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.

Title: 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.

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Tags:89464-63-1 Molecular Formula|89464-63-1 MDL|89464-63-1 SMILES|89464-63-1 Dmog