524400 | Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem

524400
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₃₆H₅₆O₈ 16561-29-8

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      524400-10MG
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          Glass bottle 10 mg
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          524400-1MG
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              Glass bottle 1 mg
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              524400-25MG
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                  Glass bottle 25 mg
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                  524400-5MG
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                      Description
                      OverviewMost commonly-used phorbol ester. Extremely potent mouse skin tumor promoter. Activates protein kinase C in vivo and in vitro, even at nM concentrations. Promotes the expression of inducible NOS in cultured hepatocytes. Activates Ca2+-ATPase and potentiates forskolin-induced cAMP formation. Inhibits apoptosis induced by the Fas antigen, but induces apoptosis in HL-60 promyelocytic leukemia cells. Its binding is reversible. Also available as a 10 mM solution in DMSO (Cat. No. 500582).
                      Catalogue Number524400
                      Brand Family Calbiochem®
                      SynonymsTPA, PMA, PKC Activator I
                      References
                      ReferencesPowell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                      Tepper, C.G., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 8443.
                      Oishi, K., and Yamaguchi, M. 1994. J. Cell. Biochem. 55, 168.
                      Macfarlane, D.E., and O’Donnell, P.S. 1993. Leukemia 7, 1846.
                      Ghandi, V.C. and Jones, D.J., 1992. Neuropharmacol. 31, 1101.
                      Hortelano, S., et al. 1992. J. Biol. Chem. 267, 24937.
                      Kontny, E., et al. 1992. Eur. J. Pharmacol. 227, 333.
                      Zanaboni, P.B., et al. 1992. J. Appl. Physiol. 73, 2011.
                      Saltis, J., et al. 1991. J. Biol. Chem. 266, 261.
                      Beguinot, L., et al. 1985. Proc. Natl. Acad. Sci. USA 82, 2774.
                      Perchellet, J. 1985. Carcinogenesis 6, 567.
                      Nishizuka, Y. 1984. Science 255, 1365.
                      Mastro, A. 1982. Lymphokines 6, 263.
                      Product Information
                      CAS number16561-29-8
                      ATP CompetitiveN
                      FormWhite solid
                      Hill FormulaC₃₆H₅₆O₈
                      Chemical formulaC₃₆H₅₆O₈
                      ReversibleY
                      Structure formula ImageStructure formula Image
                      Applications
                      ApplicationPhorbol-12-myristate-13-acetate, CAS 16561-29-8, acts as an extremely potent mouse skin tumor promoter. Activates protein kinase C in vivo and in vitro at nM concentrations.
                      Biological Information
                      Primary TargetProtein Kinase C
                      Purity≥98% by HPLC
                      Physicochemical Information
                      Cell permeableN
                      Dimensions
                      Materials Information
                      Toxicological Information
                      Safety Information according to GHS
                      RTECSQH4377000
                      Safety Information
                      R PhraseR: 21-38

                      Harmful in contact with skin.
                      Irritating to skin.
                      S PhraseS: 26-27-36-45

                      In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
                      Take off immediately all contaminated clothing.
                      Wear suitable protective clothing.
                      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 Harmful
                      Storage -20°C
                      Do not freeze Ok to freeze
                      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Anhydrous DMSO stock solutions are stable for up to 6 months at -20°C. With frequent use, the DMSO stock solutions may accumulate water. The presence of water in the stock solution will accelerate the decomposition of the product, resulting in significant loss of activity in 2-3 months.
                      Packaging Information
                      Packaged under inert gas Packaged under inert gas
                      Transport Information
                      Supplemental Information
                      Specifications

                      Documentation

                      SDS

                      Title

                      Safety Data Sheet (SDS) 

                      Certificates of Analysis

                      TitleLot Number
                      524400

                      References

                      Reference overview
                      Powell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                      Tepper, C.G., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 8443.
                      Oishi, K., and Yamaguchi, M. 1994. J. Cell. Biochem. 55, 168.
                      Macfarlane, D.E., and O’Donnell, P.S. 1993. Leukemia 7, 1846.
                      Ghandi, V.C. and Jones, D.J., 1992. Neuropharmacol. 31, 1101.
                      Hortelano, S., et al. 1992. J. Biol. Chem. 267, 24937.
                      Kontny, E., et al. 1992. Eur. J. Pharmacol. 227, 333.
                      Zanaboni, P.B., et al. 1992. J. Appl. Physiol. 73, 2011.
                      Saltis, J., et al. 1991. J. Biol. Chem. 266, 261.
                      Beguinot, L., et al. 1985. Proc. Natl. Acad. Sci. USA 82, 2774.
                      Perchellet, J. 1985. Carcinogenesis 6, 567.
                      Nishizuka, Y. 1984. Science 255, 1365.
                      Mastro, A. 1982. Lymphokines 6, 263.

                      Brochure

                      Title
                      PKC Pathway Poster PDF ( 676 KB )

                      Citations

                      Title
                    • Cvetanovic, M., et al. 2006. Journal of Biological Chemistry 281, 20055.
                    • Jafri, F., et al. 2006. Journal of Biological Chemistry 281, 19346.
                    • Jiang, X., et al. 2005. Arteriosclerosis, Thrombosis, and Vascular Biology 25, 2515.
                    • Yoon-Jin Lee, et al. 2005. Journal of Biological Chemistry 280, 18108.
                    • 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.

                      Revision19-October-2010 JSW
                      SynonymsTPA, PMA, PKC Activator I
                      DescriptionExtremely potent mouse skin tumor promoter. Activates protein kinase C (PKC) in vivo and in vitro, even at nanomolar concentrations. Promotes the expression of iNOS in cultured hepatocytes. Activates Ca2+-ATPase and potentiates forskolin-induced cAMP formation. Inhibits apoptosis induced by the Fas antigen, but induces apoptosis in HL-60 promyelocytic leukemia cells. Most commonly used phorbol ester.
                      FormWhite solid
                      Intert gas (Yes/No) Packaged under inert gas
                      CAS number16561-29-8
                      RTECSQH4377000
                      Chemical formulaC₃₆H₅₆O₈
                      Structure formulaStructure formula
                      Purity≥98% by HPLC
                      SolubilityDMSO (10 mg/ml). Further dilute with aqueous buffers just prior to use.
                      Storage -20°C
                      Do Not Freeze Ok to freeze
                      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Anhydrous DMSO stock solutions are stable for up to 6 months at -20°C. With frequent use, the DMSO stock solutions may accumulate water. The presence of water in the stock solution will accelerate the decomposition of the product, resulting in significant loss of activity in 2-3 months.
                      Toxicity Harmful
                      ReferencesPowell, D.J., et al. 2003. Mol. Cell Biol. 23, 7794.
                      Tepper, C.G., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 8443.
                      Oishi, K., and Yamaguchi, M. 1994. J. Cell. Biochem. 55, 168.
                      Macfarlane, D.E., and O’Donnell, P.S. 1993. Leukemia 7, 1846.
                      Ghandi, V.C. and Jones, D.J., 1992. Neuropharmacol. 31, 1101.
                      Hortelano, S., et al. 1992. J. Biol. Chem. 267, 24937.
                      Kontny, E., et al. 1992. Eur. J. Pharmacol. 227, 333.
                      Zanaboni, P.B., et al. 1992. J. Appl. Physiol. 73, 2011.
                      Saltis, J., et al. 1991. J. Biol. Chem. 266, 261.
                      Beguinot, L., et al. 1985. Proc. Natl. Acad. Sci. USA 82, 2774.
                      Perchellet, J. 1985. Carcinogenesis 6, 567.
                      Nishizuka, Y. 1984. Science 255, 1365.
                      Mastro, A. 1982. Lymphokines 6, 263.
                      Citation
                    • Cvetanovic, M., et al. 2006. Journal of Biological Chemistry 281, 20055.
                    • Jafri, F., et al. 2006. Journal of Biological Chemistry 281, 19346.
                    • Jiang, X., et al. 2005. Arteriosclerosis, Thrombosis, and Vascular Biology 25, 2515.
                    • Yoon-Jin Lee, et al. 2005. Journal of Biological Chemistry 280, 18108.