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

400091
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Empirical FormulaCAS #
C₆H₉NO₅ 89464-63-1

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400091-50MG
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      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

      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.