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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
557520
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

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

Products

Catalogue NumberPackaging Qty/Pack
557520-500UG Plastic ampoule 500 μg
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.

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,.
    		•