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557520 Ro-31-8220 - CAS 138489-18-6 - Calbiochem

A cell-permeable, reversible, competitive, and selective inhibitor of protein kinase C (PKC; IC₅₀ = 10 nM) over CaM kinase II (IC₅₀ = 17 µM) and protein kinase A (IC₅₀ = 900 nM).

Ro-31-8220 - CAS 138489-18-6 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 3-[1-[3-(Amidinothio)propyl-1H-indol-3-yl]-3-(1-methyl-1H-indol-3-yl)maleimide, Bisindolylmaleimide IX, Methanesulfonate

Primary Target: PKC
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557520
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
138489-18-6C₂₅H₂₃N₅O₂S · CH₄O₃S

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      		 Plastic ampoule 500 μg
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      Description
      OverviewA cell-permeable, reversible, competitive, and selective inhibitor of protein kinase C (PKC; IC50 = 10 nM) over CaM kinase II (IC50 = 17 µM) and protein kinase A (IC50 = 900 nM). Potently inhibits GSK-3 in primary adipocytes (IC50 = 6.8 nM) and in GSK-3β immunoprecipitates (IC50 = 2.8 nM). An inhibitor of MAP kinase phosphatase-1 expression and an activator of JNK1. Inhibits the phosphorylation of Raf-1 and induces apoptosis, independent of its effects on PKC, in HL-60 cells. Also inhibits sirtuin in a NAD-competitive manner (IC50 = 3.5 µM and 0.8 µM for SIRT1 and SIRT2, respectively), and induces hyperacetylation of tubulin in A549 cells. A 5 mM (500 µg/181 µl) solution of Ro-31-8220 (Cat. No. 557521) in H2O is also available.
      Catalogue Number557520
      Brand Family Calbiochem®
      Synonyms3-[1-[3-(Amidinothio)propyl-1H-indol-3-yl]-3-(1-methyl-1H-indol-3-yl)maleimide, Bisindolylmaleimide IX, Methanesulfonate
      References
      ReferencesTrapp, J., et al. 2006. J. Med. Chem. In press.
      Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
      Han, Z., et al. 2000. Cell Death Differ. 7, 521.
      Hers, I., et al. 1999. FEBS Lett. 460, 433.
      Beltman, J., et al. 1996. J. Biol. Chem. 271, 27018.
      Keller, H.U., and Niggli, V. 1993. Biochem. Biophys. Res. Commun. 194, 1111.
      McKenna, J.P., and Hanson, P.J. 1993. Biochem. Pharmacol. 46, 583.
      Davis, P.D., et al. 1992. J. Med. Chem. 35, 994.
      Product Information
      CAS number138489-18-6
      ATP CompetitiveY
      FormRed solid
      Hill FormulaC₂₅H₂₃N₅O₂S · CH₄O₃S
      Chemical formulaC₂₅H₂₃N₅O₂S · CH₄O₃S
      Hygroscopic Hygroscopic
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetPKC
      Primary Target IC<sub>50</sub>10 nM, 17 µM, 900 nM against PKC, CaM kinase II, and protein kinase A, respectively; 6.8 nM against GSK-3 in primary adipocytes; 2.8 nM against GSK-3β immunoprecipitates)
      Purity≥95% 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
      Hygroscopic Hygroscopic
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 4 months at -20°C.
      Packaging Information
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      557520-500UG 07790788051518

      Documentation

      Ro-31-8220 - CAS 138489-18-6 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Ro-31-8220 - CAS 138489-18-6 - Calbiochem Certificates of Analysis

      TitleLot Number
      557520

      References

      Reference overview
      Trapp, J., et al. 2006. J. Med. Chem. In press.
      Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
      Han, Z., et al. 2000. Cell Death Differ. 7, 521.
      Hers, I., et al. 1999. FEBS Lett. 460, 433.
      Beltman, J., et al. 1996. J. Biol. Chem. 271, 27018.
      Keller, H.U., and Niggli, V. 1993. Biochem. Biophys. Res. Commun. 194, 1111.
      McKenna, J.P., and Hanson, P.J. 1993. Biochem. Pharmacol. 46, 583.
      Davis, P.D., et al. 1992. J. Med. Chem. 35, 994.

      Posters

      Title
      Human Kinome & InhibitorSelect™ Libraries

      Citations

      Title
    • Farahdiba Jafri, et al. (2006) Constitutive ERK1/2 activation by a chimeric neurokinin NK1 receptor-beta-arrestin1 fusion protein: Probing the composition and function of the G protein-coupled receptor 'signalsome'. Journal of Biological Chemistry in press,.
      		•
      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.

      Revision11-January-2010 RFH
      Synonyms3-[1-[3-(Amidinothio)propyl-1H-indol-3-yl]-3-(1-methyl-1H-indol-3-yl)maleimide, Bisindolylmaleimide IX, Methanesulfonate
      DescriptionA cell-permeable, competitive, reversible, and selective inhibitor of protein kinase C (PKC; IC50 = 10 nM) over CaM kinase II (IC50 = 17 µM) and protein kinase A (IC50 = 900 nM). Potently inhibits GSK-3 in primary adipocytes (IC50 = 6.8 nM) and in GSK-3β immunoprecipitates (IC50 2.8 nM). An inhibitor of MAP kinase phosphatase-1 expression and an activator of JNK1. Inhibits the phosphorylation of Raf-1 and induces apoptosis, independent of its effects on PKC, in HL-60 cells. Also inhibits sirtuin in a NAD-competitive manner (IC50 = 3.5 µM and 0.8 µM for SIRT1 and SIRT2, respectively), and induces hyperacetylation of tubulin in A549 cells.
      FormRed solid
      CAS number138489-18-6
      Chemical formulaC₂₅H₂₃N₅O₂S · CH₄O₃S
      Structure formulaStructure formula
      Purity≥95% by HPLC
      SolubilityDMSO (100 mg/ml) or H₂O (1 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Hygroscopic
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 4 months at -20°C.
      Toxicity Standard Handling
      ReferencesTrapp, J., et al. 2006. J. Med. Chem. In press.
      Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
      Han, Z., et al. 2000. Cell Death Differ. 7, 521.
      Hers, I., et al. 1999. FEBS Lett. 460, 433.
      Beltman, J., et al. 1996. J. Biol. Chem. 271, 27018.
      Keller, H.U., and Niggli, V. 1993. Biochem. Biophys. Res. Commun. 194, 1111.
      McKenna, J.P., and Hanson, P.J. 1993. Biochem. Pharmacol. 46, 583.
      Davis, P.D., et al. 1992. J. Med. Chem. 35, 994.
      Citation
    • Farahdiba Jafri, et al. (2006) Constitutive ERK1/2 activation by a chimeric neurokinin NK1 receptor-beta-arrestin1 fusion protein: Probing the composition and function of the G protein-coupled receptor 'signalsome'. Journal of Biological Chemistry in press,.
      		•