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Merck

D3695

Sigma-Aldrich

DMOG

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

Synonim(y):

Dimethyloxalylglycine, N-(Methoxyoxoacetyl)-glycine methyl ester

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10 MG
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50 MG
1840,00 zł

552,00 zł


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10 MG
552,00 zł
50 MG
1840,00 zł

About This Item

Wzór empiryczny (zapis Hilla):
C6H9NO5
Numer CAS:
Masa cząsteczkowa:
175.14
Numer MDL:
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
NACRES:
NA.77

552,00 zł


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Nazwa produktu

DMOG, ≥98% (HPLC)

Poziom jakości

Próba

≥98% (HPLC)

Formularz

powder

kolor

white to off-white

rozpuszczalność

H2O: >30 mg/mL

Warunki transportu

wet ice

temp. przechowywania

−20°C

ciąg 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)

Klucz InChI

BNJOZDZCRHCODO-UHFFFAOYSA-N

Zastosowanie

DMOG has been used:
  • in hypoxia-inducible factor (HIF) activity assay[1]
  • to examine its effects on the degradation of HIF-1α and renal regeneration[2]
  • in DMOG preconditioning of adipose tissues[3]
  • as vehicle control for the primary liquid culture of CD34+ cells[4]
  • for endothelial cell stimulation[5]

Dimethyloxalylglycine (DMOG) has been used as an inhibitor of ten-eleven translocation 3 (TET3) protein.[6]

Działania biochem./fizjol.

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.

Cechy i korzyści

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Piktogramy

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Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

Acute Tox. 4 Oral

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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L Gómez-Maldonado et al.
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Tumor hypoxia activates hypoxia-inducible factors (Hifs), which induce a range of malignant changes including vascular abnormalities. Here, we determine whether inhibition of the hypoxic tumor response through myo-inositol trispyrophosphate (ITPP), a compound with antihypoxic properties, is able to cause prolonged

Produkty

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Questions

1–2 of 2 Questions  
  1. Is it suitable to use D3695 to induce hypoxia?

    1 answer
    1. Upon verification, D3695 is known to induce hypoxia. For further reference, you can refer the following citation: "Biomed Pharmacother. 2020 Jan;121:109606. doi: 10.1016/j.biopha.2019.109606. Epub 2019 Nov 25. Prodrug of epigallocatechin-3-gallate alleviates choroidal neovascularization via down-regulating HIF-1α/VEGF/VEGFR2 pathway and M1 type macrophage/microglia polarization."

      Helpful?

  2. Bonjour, Quelle est la durée de conservation à -20°C de ce réactif ? Merci

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment.

      For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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