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

495604
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      Panorama geral

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      Empirical FormulaCAS #
      C₄₄H₆₈O₁₃ 78111-17-8

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          Tambor de Alumínio 100 μg
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              Frasco de vidro 25 μg
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              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 Image
              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

              Documentation

              MSDS

              Título

              Ficha de Segurança de Produtos (MSDS) 

              Certificados de análise

              TítuloNúmero do lote
              495604

              Referências

              Visão geral de referência
              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.

              Brochura

              Título
              Protein Phosphatases Technical Bulletin

              Citações

              Título
            • 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.
            • Ficha de dados

              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 formula
              Purity≥95% by HPLC
              SolubilityMethanol, ethanol, DMF, or CHCl₃
              Storage -20°C
              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.
              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.
            • Produtos e aplicações relacionadas

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              Número de catálogo Descrição  
              459620 Okadaic Acid, Sodium Salt - Calbiochem Preço e disponibilidade

              Categorias

              Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Protein Phosphorylation / Dephosphorylation > Protein Phosphatase Inhibitors