Millipore Sigma Vibrant Logo
Attention: We have moved. Merck Millipore products are no longer available for purchase on MerckMillipore.com.Learn More

400091 HIF-Hydroxylase Inhibitor, DMOG - CAS 89464-63-1 - Calbiochem

HIF-Hydroxylase Inhibitor, DMOG, CAS 89464-63-1, is a cell-permeable 2-oxoglutarate (2-OG) analog that acts as a competitive inhibitor against all 2-OG-dependent dioxygenases.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

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

View Products on Sigmaaldrich.com
400091
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
89464-63-1C₆H₉NO₅

Products

Catalogue NumberPackaging Qty/Pack
400091-50MG Glass bottle 50 mg
Description
OverviewA 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.
Catalogue Number400091
Brand Family Calbiochem®
SynonymsN-(Methoxyoxoacetyl)-glycine methyl ester, Dimethyloxalylglycine, HIF Prolyl Hydroxylase Inhibitor I, HIF Aspartyl β-Hydroxylase Inhibitor, HIF Asparanginyl β-Hydroxylase Inhibitor
References
ReferencesPollard, 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. Science 295, 858.
Jaakkola, P., et al. 2001. Science 292, 468.
Product Information
CAS number89464-63-1
FormPink-white to peach-white
Hill FormulaC₆H₉NO₅
Chemical formulaC₆H₉NO₅
Hygroscopic Hygroscopic
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
ApplicationHIF-Hydroxylase Inhibitor, DMOG, CAS 89464-63-1, is a cell-permeable 2-oxoglutarate (2-OG) analog that acts as a competitive inhibitor against all 2-OG-dependent dioxygenases.
Biological Information
Purity≥98% by HPLC
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Shipped at Ambient Temperature or with Blue Ice or with Dry Ice
Toxicity Standard Handling
Storage +2°C to +8°C
Hygroscopic Hygroscopic
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
400091-50MG 04055977212389

Documentation

HIF-Hydroxylase Inhibitor, DMOG - CAS 89464-63-1 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

HIF-Hydroxylase Inhibitor, DMOG - CAS 89464-63-1 - Calbiochem Certificates of Analysis

TitleLot Number
400091

References

Reference overview
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. Science 295, 858.
Jaakkola, P., et al. 2001. Science 292, 468.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision06-June-2015 JSW
SynonymsN-(Methoxyoxoacetyl)-glycine methyl ester, Dimethyloxalylglycine, HIF Prolyl Hydroxylase Inhibitor I, HIF Aspartyl β-Hydroxylase Inhibitor, HIF Asparanginyl β-Hydroxylase Inhibitor
DescriptionA 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.
FormPink-white to peach-white
CAS number89464-63-1
Chemical formulaC₆H₉NO₅
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (50 mg/ml)
Storage +2°C to +8°C
Hygroscopic
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity Standard Handling
ReferencesPollard, 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. Science 295, 858.
Jaakkola, P., et al. 2001. Science 292, 468.