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495604 Okadaic Acid, Prorocentrum sp. - CAS 78111-17-8 - Calbiochem

Okadaic Acid, CAS 78111-17-8, is a highly potent inhibitor of protein phosphatase 1 (IC₅₀ = 10-15 nM) and 2A (IC₅₀ = 0.1 nM).

Okadaic Acid, Prorocentrum sp. - CAS 78111-17-8 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: OA

Primary Target: Protein phosphatase
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
78111-17-8C₄₄H₆₈O₁₃
Description
OverviewAn ionophore-like polyether derivative of a C38 fatty acid compound that has tumor promoting properties. Potent inhibitor of protein phosphatase 1 (IC50 = 10-15 nM) and protein phosphatase 2A (IC50 = 0.1 nM). Does not affect the activity of tyrosine phosphatases, alkaline phosphatases, or acid phosphatases. Useful for the study of protein phosphatases in cell extracts as well as in intact cells. Induces apoptosis in human breast carcinoma cells (MB-231 and MCF7) and in myeloid cells but inhibits glucocorticoid-induced apoptosis in T cell hybridomas. Has marked contractile effects on smooth muscle and heart muscle. Implicated as causative agent of diarrhetic shellfish poisoning. A 250 µM (25 µg/124 µl) solution of Okadaic Acid, (Cat. No. 495609) in DMSO is also available.
Catalogue Number495604
Brand Family Calbiochem®
SynonymsOA
References
ReferencesGjertsen, B.T., et al. 1994. J. Cell Sci. 107, 3363.
Kiguchi, K., et al. 1994. Cell Growth Differentiation 5, 995.
Ohaka, Y., et al. 1993. Biochem. Biophys. Res. Commun. 197, 916.
Gopalakrishna, R., et al. 1992. Biochem. Biophys. Res. Commun. 189, 950.
Kreienbuhl, P., et al. 1992. Blood 80, 2911.
Nomura, M., et al. 1992. Biochemistry 31, 11915.
Song, Q., et al. 1992. J. Cell Physiol. 153, 550.
Tada, Y., et al. 1992. Immunopharmacol. 24, 17.
Cohen, P., et al. 1990. Trends Biochem. Sci. 15, 98.
Cohen, P. 1989. Annu. Rev. Biochem. 58, 453.
Cohen, P., and Cohen, P.T. 1989. J. Biol. Chem. 264, 21435.
Haystead, T.A., et al. 1989. Nature 337, 78.
Product Information
CAS number78111-17-8
ATP CompetitiveN
FormColorless glassy solid
Hill FormulaC₄₄H₆₈O₁₃
Chemical formulaC₄₄H₆₈O₁₃
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary TargetProtein phosphatase
Primary Target IC<sub>50</sub>10-15 nM and 0.1 nM against protein phosphatase 1 and protein phosphatase 2A, respectively
Purity≥95% by HPLC
Physicochemical Information
Cell permeableN
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
RTECSAA8227800
Safety Information
R PhraseR: 23/24/25-38

Toxic by inhalation, in contact with skin and if swallowed.
Irritating to skin.
S PhraseS: 22-26-36/37/39-45

Do not breathe dust.
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Wear suitable protective clothing, gloves and eye/face protection.
In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Toxic
Hazardous Materials Attention: Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
495604 0

Documentation

Okadaic Acid, Prorocentrum sp. - CAS 78111-17-8 - Calbiochem MSDS

Title

Safety Data Sheet (SDS) 

Okadaic Acid, Prorocentrum sp. - CAS 78111-17-8 - Calbiochem Certificates of Analysis

TitleLot Number
495604

References

Reference overview
Gjertsen, B.T., et al. 1994. J. Cell Sci. 107, 3363.
Kiguchi, K., et al. 1994. Cell Growth Differentiation 5, 995.
Ohaka, Y., et al. 1993. Biochem. Biophys. Res. Commun. 197, 916.
Gopalakrishna, R., et al. 1992. Biochem. Biophys. Res. Commun. 189, 950.
Kreienbuhl, P., et al. 1992. Blood 80, 2911.
Nomura, M., et al. 1992. Biochemistry 31, 11915.
Song, Q., et al. 1992. J. Cell Physiol. 153, 550.
Tada, Y., et al. 1992. Immunopharmacol. 24, 17.
Cohen, P., et al. 1990. Trends Biochem. Sci. 15, 98.
Cohen, P. 1989. Annu. Rev. Biochem. 58, 453.
Cohen, P., and Cohen, P.T. 1989. J. Biol. Chem. 264, 21435.
Haystead, T.A., et al. 1989. Nature 337, 78.

Brochure

Title
Caspases and other Apoptosis Related Tools Brochure
Protein Phosphatases Technical Bulletin

Citations

Title
  • Mike T. Lin, et al. (2005) Ca2+-activated K+ channel-associated phosphatase and kinase activities during development. American Journal of Physiology Heart and Circulatory Physiology 289, H414-H425.
  • Ramesh M. Ray, Sujoy bhattacharya and Leonard R. Johnson. (2005) Protein phosphatase 2A (PP2A) regulates apoptosis in IEC-6 cells. Journal of Biological Chemistry 280, 31091-31100.
    		•
    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.

    Revision15-May-2008 RFH
    SynonymsOA
    DescriptionAn ionophore-like polyether derivative of a C38 fatty acid compound isolated from the dinoflagellates that have fed on the marine sponge Halinchrondria okadai. It is a potent non-comepetitive, reversible inhibitor of serine/threonine-specific protein phosphatases 1 (PP1, IC50 = 10-15 nM, rabbit skeletal muscle, catalytic subunit) and 2A (PP2A, IC50 = 0.1 nM, rabbit skeletal muscle, catalytic subunit). It has only a trivial effect on protein phosphatase 2B (IC50 = 5 µM), a Ca2+/calmodulin-dependent enzyme, while PP2C, a Mg2+ dependent enzyme, is unaffected. Okadaic acid has no significant effect on the activities of tyrosine phosphatases, alkaline phosphatase, acid phosphatase, and inositol trisphosphatase. It is also a non-phorbol ester-type tumor promoter on mouse skin. Useful for the study of protein phosphatases and of PP1/PP2A in cell extracts, as well as in intact cells. Induces apoptosis in human breast carcinoma (MB-231 and MCF-7) and in myeloid cells, but inhibits glucocorticoid-induced apoptosis in T-cell hybridomas. Has marked contractile effect on smooth muscles and heart muscles. Implicated as a causative agent of diarrhetic shellfish poisoning.
    FormColorless glassy solid
    Intert gas (Yes/No) Packaged under inert gas
    CAS number78111-17-8
    RTECSAA8227800
    Chemical formulaC₄₄H₆₈O₁₃
    Structure formulaStructure formula
    Purity≥95% by HPLC
    SolubilityMethanol, ethanol, DMF, or CHCl₃
    Storage Protect from light
    -20°C
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
    Toxicity Toxic
    Merck USA index14, 6819
    ReferencesGjertsen, B.T., et al. 1994. J. Cell Sci. 107, 3363.
    Kiguchi, K., et al. 1994. Cell Growth Differentiation 5, 995.
    Ohaka, Y., et al. 1993. Biochem. Biophys. Res. Commun. 197, 916.
    Gopalakrishna, R., et al. 1992. Biochem. Biophys. Res. Commun. 189, 950.
    Kreienbuhl, P., et al. 1992. Blood 80, 2911.
    Nomura, M., et al. 1992. Biochemistry 31, 11915.
    Song, Q., et al. 1992. J. Cell Physiol. 153, 550.
    Tada, Y., et al. 1992. Immunopharmacol. 24, 17.
    Cohen, P., et al. 1990. Trends Biochem. Sci. 15, 98.
    Cohen, P. 1989. Annu. Rev. Biochem. 58, 453.
    Cohen, P., and Cohen, P.T. 1989. J. Biol. Chem. 264, 21435.
    Haystead, T.A., et al. 1989. Nature 337, 78.
    Citation
  • Mike T. Lin, et al. (2005) Ca2+-activated K+ channel-associated phosphatase and kinase activities during development. American Journal of Physiology Heart and Circulatory Physiology 289, H414-H425.
  • Ramesh M. Ray, Sujoy bhattacharya and Leonard R. Johnson. (2005) Protein phosphatase 2A (PP2A) regulates apoptosis in IEC-6 cells. Journal of Biological Chemistry 280, 31091-31100.
    		•