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

Phorbol-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.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: TPA, PMA, PKC Activator I

Primary Target: Protein Kinase C
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524400
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
16561-29-8C₃₆H₅₆O₈

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524400-10MG
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      524400-1MG
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          524400-25MG
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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
                  Quality LevelMQ100
                  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
                  Global Trade Item Number
                  Catalog Number GTIN
                  524400-10MG 04055977270952
                  524400-1MG 04055977270945
                  524400-25MG 04055977270969
                  524400-5MG 04055977270976

                  Documentation

                  Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem SDS

                  Title

                  Safety Data Sheet (SDS) 

                  Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem 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.
                  		•