504817 Mitochondrial Pyruvate Carrier Inhibitor, UK5099 - CAS 56396-35-1 - Calbiochem

504817
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Overview

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Key Spec Table

Empirical FormulaCAS #
C₁₈H₁₂N₂O₂56396-35-1

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      Glass bottle 25 mg
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      Description
      OverviewA cell-permeable α-cyanocinnamate compound that acts as a rapid, active site thiol modifying, time-dependent and non-competitive inhibitor of bi-directional pyruvate transport across plasma membranes in yeast, bacteria, Drosophila, and humans (IC50 = 50 nM in rat heart mitochondria; Ki ≤ 1 µM) with excellent selectivity over monocarboxylates and anions. Shown to significantly decrease pyruvate-driven respiration, enhance glucose uptake and activate AMPK (2 µM in human myocytes and skeletal muscle myotubes).
      Catalogue Number504817
      Brand Family Calbiochem®
      Synonyms(E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid, (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid, MPC Inhibitor, PF-1005023
      References
      ReferencesDivakaruni, A.S., et al. 2013. Proc. Natl. acad. Sci. USA 110, 5422.
      Bricker, D.K., et al. 2012. Science 337, 96.
      Herzig, S., et al. 2012. Science 337, 93.
      Hinoi, E., et al. 2006. Mol. Pharmacol. 70, 925.
      Hildyard, J.C.W., et al. 2005. Biochim. Biophys. Acta 1707, 221.
      Halestrap, A.P. 1978. Biochem. J. 172, 377.
      Halestrap, A.P. 1975. Biochem. J. 145, 85.
      Product Information
      CAS number56396-35-1
      FormBright yellow solid
      Hill FormulaC₁₈H₁₂N₂O₂
      Chemical formulaC₁₈H₁₂N₂O₂
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary Targetmitochondria
      Purity≥99% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C or -70°C). Stock solutions are stable for up to 2 weeks at -20°C or for up to 6 weeks at -70°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications

      Documentation

      Mitochondrial Pyruvate Carrier Inhibitor, UK5099 - CAS 56396-35-1 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Divakaruni, A.S., et al. 2013. Proc. Natl. acad. Sci. USA 110, 5422.
      Bricker, D.K., et al. 2012. Science 337, 96.
      Herzig, S., et al. 2012. Science 337, 93.
      Hinoi, E., et al. 2006. Mol. Pharmacol. 70, 925.
      Hildyard, J.C.W., et al. 2005. Biochim. Biophys. Acta 1707, 221.
      Halestrap, A.P. 1978. Biochem. J. 172, 377.
      Halestrap, A.P. 1975. Biochem. J. 145, 85.
      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.

      Revision26-July-2013 JSW
      Synonyms(E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid, (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid, MPC Inhibitor, PF-1005023
      DescriptionA cell-permeable α-cyanocinnamate compound that acts as a rapid, active site thiol modifying, time-dependent and non-competitive inhibitor of bi-directional pyruvate transport across plasma membranes in yeast, bacteria, Drosophila, and humans (IC50 = 50 nM in rat heart mitochondria; Ki ≤ 1 µM) with excellent selectivity over monocarboxylates and anions. Shown to significantly decrease pyruvate-driven respiration, enhance glucose uptake and activate AMPK (2 µM in human myocytes and skeletal muscle myotubes).
      FormBright yellow solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number56396-35-1
      Chemical formulaC₁₈H₁₂N₂O₂
      Structure formulaStructure formula
      Purity≥99% by HPLC
      SolubilityDMSO (100 mg/ml). Use only fresh DMSO for reconstitution.
      Storage +2°C to +8°C
      Protect from light
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C or -70°C). Stock solutions are stable for up to 2 weeks at -20°C or for up to 6 weeks at -70°C.
      Toxicity Standard Handling
      ReferencesDivakaruni, A.S., et al. 2013. Proc. Natl. acad. Sci. USA 110, 5422.
      Bricker, D.K., et al. 2012. Science 337, 96.
      Herzig, S., et al. 2012. Science 337, 93.
      Hinoi, E., et al. 2006. Mol. Pharmacol. 70, 925.
      Hildyard, J.C.W., et al. 2005. Biochim. Biophys. Acta 1707, 221.
      Halestrap, A.P. 1978. Biochem. J. 172, 377.
      Halestrap, A.P. 1975. Biochem. J. 145, 85.