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Documentos Principais

400091

Sigma-Aldrich

DMOG

≥98% (HPLC), solid, HIF-hydroxylase inhibitor, Calbiochem

Sinônimo(s):

HIF-Hydroxylase Inhibitor, DMOG, N-(Methoxyoxoacetyl)-glycine methyl ester, Dimethyloxalylglycine, HIF Prolyl Hydroxylase Inhibitor I, HIF Aspartyl β-Hydroxylase Inhibitor, HIF Asparanginyl β-Hydroxylase Inhibitor

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About This Item

Fórmula empírica (Notação de Hill):
C6H9NO5
Número CAS:
Peso molecular:
175.14
Número MDL:
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

HIF-Hydroxylase Inhibitor, DMOG, The HIF-Hydroxylase Inhibitor, DMOG, also referenced under CAS 89464-63-1, controls the biological activity of HIF-Hydroxylase. This small molecule/inhibitor is primarily used for Cell Structure applications.

Nível de qualidade

Ensaio

≥98% (HPLC)

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze
desiccated (hygroscopic)

cor

pink-white to peach-white

solubilidade

DMSO: 50 mg/mL

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

N(CC(=O)OC)C(=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)

chave InChI

BNJOZDZCRHCODO-UHFFFAOYSA-N

Descrição geral

A cell-permeable 2-OG (2-oxoglutarate) analog that is expected to act as a competitive inhibitor against all 2-OG-dependent dioxygenases. Effectively upregulates normoxia HIF-α transcription activity (effective conc. = 1 mM in cultures) by inhibiting HIF-PH- (HIF-α-prolyl hydroxylase) catalyzed ODD (oxygen-dependent degradation domain) Prolyl hydroxylation (Pro564 and Pro530 in HIF-1α and HIF-2α, respectively) and aspartyl/asparanginyl β-hydroxylase-catalyzed CAD Asp hydroxylation (Asn803 and Asn851 in HIF-1α and HIF-2α, respectively), resulting in a blockage of pVHL (von Hippel-Lindau) ubiquitin ligase complex-mediated HIF-α degradation and a simultaneous promotion of HIF CAD (COOH-terminal activation domain) p300/CBP association. DMOG is also demonstrated to augment artery ligation-induced up-regulation of HIF-1α and FLK (by 100% and 40%, respectively, in 11 days; 8 mg/0.5 ml/animal/i.p.; q.o.d.) in muscle tissues in a murine ischaemic model in vivo.

Advertência

Toxicity: Standard Handling (A)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Outras notas

Pollard, P.J., et al. 2008. Biochem. J.416, 387.
Chen, H., et al. 2006. Cancer Res.66, 9009.
Milkiewicz, M., et al. 2004. J. Physiol.560, 21.
Lando, D., et al. 2002. Science295, 858.
Jaakkola, P., et al. 2001. Science292, 468.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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