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440202 | LY 294002 - CAS 154447-36-6 - Calbiochem

440202
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₁₉H₁₇NO₃ 154447-36-6

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      440202-10MG
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          Glass bottle 10 mg
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          440202-25MG
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              Glass bottle 25 mg
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              440202-5MG
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                  Glass bottle 5 mg
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                  Description
                  OverviewA cell-permeable, potent, reversible and specific phosphatidylinositol 3-kinase inhibitor (IC50 = 1.4 µM) that acts on the ATP-binding site of the enzyme. Also inhibits nonhomologous DNA end-joining (NHEJ) activity of the 460 kDa phosphatidylinositol 3-like kinase DNA-PKcs, which is the catalytic subunit of DNA-activated protein kinase. Does not affect the activities of EGF receptor kinase, MAP kinase, PKC, Pl 4-kinase, S6 kinase, and c-Src even at 50 µM. Promotes the nuclear accumulation of active GSK-3b. Reported to suppress the proliferation of murine embryonic stem cells. Blocks the proliferation of cultured rabbit aortic smooth muscle cells without inducing apoptosis. Shown to bind to the same site as I-BET (Cat. No. 40101050 ~ 10 µM). A 10 mM (1 mg/325 µl) solution of LY 294002 (Cat. No. 440204) in DMSO is also available.
                  Catalogue Number440202
                  Brand Family Calbiochem®
                  Synonyms2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one, BRD2 Inhibitor IV, BRD3 Inhibitor III, BRD4 Inhibitor IV
                  References
                  ReferencesDittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
                  Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
                  Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
                  Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
                  Cardone, M.H., et al. 1998. Science 282, 1318.
                  Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
                  Yano, H., et al. 1995. Biochem. J. 312, 145.
                  Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



                  Selected Citations
                  Lee, J., et al. 2009. Cell Stem Cell 5, 76.


                  Product Information
                  CAS number154447-36-6
                  ATP CompetitiveY
                  FormOff-white solid
                  Hill FormulaC₁₉H₁₇NO₃
                  Chemical formulaC₁₉H₁₇NO₃
                  ReversibleY
                  Structure formula Image
                  Applications
                  Biological Information
                  Primary TargetPhosphatidylinositol 3-kinase
                  Primary Target IC<sub>50</sub>1.4 µM against phosphatidylinositol 3-kinase
                  Purity≥98% 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 -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 6 months at -20°C.
                  Packaging Information
                  Transport Information
                  Supplemental Information
                  Specifications

                  Documentation

                  SDS

                  Title

                  Safety Data Sheet (SDS) 

                  Certificates of Analysis

                  TitleLot Number
                  440202

                  References

                  Reference overview
                  Dittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
                  Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
                  Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
                  Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
                  Cardone, M.H., et al. 1998. Science 282, 1318.
                  Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
                  Yano, H., et al. 1995. Biochem. J. 312, 145.
                  Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



                  Selected Citations
                  Lee, J., et al. 2009. Cell Stem Cell 5, 76.


                  Technical Info

                  Title
                  JAK/STAT Signaling Research Focus

                  Citations

                  Title
                • Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
                • Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
                • Oliveira, J.B., et al. 2007. Procedings of the National Academy of Science 104, 8953.
                • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
                • Ana Olivera, et al. (2006) IgE-dependent activation of sphingosine kinase 1 and 2 and secretion of sphingosine-1-phosphate requires Fyn kinase and contributes to mast cell responses. Journal of Biological Chemistry 281, 2515-2525.
                • Qian Yang, et al. (2006) TSC1/TSC2 and Rheb have different effects on TORC1 and TORC2 activity. Proceedings of the National Academy of Sciences (USA) 103, 6811-6816.
                • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
                • Huanyu Dou, et al. (2005) Neuroprotective mechanisms of lithium in murine human immunodeficiency virus-1 encephalitis. Journal of Neuroscience 25, 8375-8385.
                • Julie Lotharius, et al. (2005) Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed lineage kinase pathway. Journal of Neuroscience 25, 6329-6342.
                • Meenalakshmi M. Mariappan, M.M., et al. (2005) Phospholipase Cγ-Erk Axis in Vascular Endothelial Growth Factor-Induced Eukaryotic Initiation Factor 4E Phosphorylation and Protein Synthesis in Renal Epithelial Cells. Journal of Biological Chemistry 280, 28402-28411.
                • Michael Tscharntke, et al. (2005) Ras-induced spreading and wound closure in human epidermal keratinocytes. The FASEB Journal in press,.
                • Junji Tsurutani, et al. (2005) Inhibition of the phosphatidylinositol 3-kinase/Akt/Mammalian target of rapamycin pathway but no the MEK/ERK Pathway attentuates laminin-meidated small cell lunch cancer cellular survival and resistance to Imatinib mesylate or chemolyte.. Cancer Research 65, 8423-8432.
                • Xinbo Liao, et al. (2003) Androgen stimulates matrix metalloproteinase-2 expression in human prostate cancer. Endocrinology 144, 1656-1663.
                • 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.

                  Revision28-February-2012 RFH
                  Synonyms2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one, BRD2 Inhibitor IV, BRD3 Inhibitor III, BRD4 Inhibitor IV
                  DescriptionA cell-permeable, potent, reversible, and specific phosphatidylinositol 3-kinase (PI 3-kinase) inhibitor that acts on the ATP-binding site of the enzyme (IC50 = 1.4 µM). Also inhibits nonhomologous DNA end-joining (NHED) in the 460 kDa phosphatidylinositol 3-like kinase DNA-PKcs, which is the catalytic subunit of DNA-activated protein kinase. Does not affect the activity of EGF receptor kinase, MAP kinase, PKC, PI 4-kinase, S6 kinase, and c-src at 50 µM. Promotes the nuclear accumulation of active GSK-3b. Reported to suppress the proliferation of murine embryonic stem cells. Blocks the proliferation of cultured rabbit aortic smooth muscle cells without inducing apoptosis. Reported to inhibit histamine secretion in RBL-2H3 cells (IC50 = 5 µM).
                  FormOff-white solid
                  CAS number154447-36-6
                  Chemical formulaC₁₉H₁₇NO₃
                  Structure formula
                  Purity≥98% by HPLC
                  SolubilityDMSO (20 mg/ml) or Ethanol. Slight warming may be required to achieve complete solubilization.
                  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 6 months at -20°C.
                  Toxicity Standard Handling
                  ReferencesDittman, A., et al. 2013. ACS Chem. Biol. 9, 495.
                  Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
                  Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
                  Baumann, P., and West, S.C. 1998. Proc. Natl. Acad. Sci. USA 95, 14066.
                  Cardone, M.H., et al. 1998. Science 282, 1318.
                  Vlahos, C.J., et al. 1995. J. Immunol. 154, 2413.
                  Yano, H., et al. 1995. Biochem. J. 312, 145.
                  Vlahos, C.J., et al. 1994. J. Biol. Chem. 269, 5241.



                  Selected Citations
                  Lee, J., et al. 2009. Cell Stem Cell 5, 76.


                  Citation
                • Bechard, M., and Dalton. S. 2009. Mol. Cell. Biol. 29, 2092.
                • Lianguzova, M.S. et al. 2007. Cell Biol. Int. 31, 330.
                • Oliveira, J.B., et al. 2007. Procedings of the National Academy of Science 104, 8953.
                • Satoshi Fukumoto, et al. (2006) Laminin 5 is required for dental epithelium growth and polarity and the development of tooth bud and shape. Journal of Biological Chemistry 281, 5008-5016.
                • Ana Olivera, et al. (2006) IgE-dependent activation of sphingosine kinase 1 and 2 and secretion of sphingosine-1-phosphate requires Fyn kinase and contributes to mast cell responses. Journal of Biological Chemistry 281, 2515-2525.
                • Qian Yang, et al. (2006) TSC1/TSC2 and Rheb have different effects on TORC1 and TORC2 activity. Proceedings of the National Academy of Sciences (USA) 103, 6811-6816.
                • Ying Zhang, Mingjuan Liao and Maria L. Dufau. (2006) Phosphatidylinositol 3-kinase/protein kinase Cγ-induced phosphorylation of Sp1 and p107 repressor release have a critical role in histone deacetylase inhibitor-mediated depression of transcription of the luteinizing hormone receptor gene. Molecular and Cellular Biology 26, 6748-6761.
                • Huanyu Dou, et al. (2005) Neuroprotective mechanisms of lithium in murine human immunodeficiency virus-1 encephalitis. Journal of Neuroscience 25, 8375-8385.
                • Julie Lotharius, et al. (2005) Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed lineage kinase pathway. Journal of Neuroscience 25, 6329-6342.
                • Meenalakshmi M. Mariappan, M.M., et al. (2005) Phospholipase Cγ-Erk Axis in Vascular Endothelial Growth Factor-Induced Eukaryotic Initiation Factor 4E Phosphorylation and Protein Synthesis in Renal Epithelial Cells. Journal of Biological Chemistry 280, 28402-28411.
                • Michael Tscharntke, et al. (2005) Ras-induced spreading and wound closure in human epidermal keratinocytes. The FASEB Journal in press,.
                • Junji Tsurutani, et al. (2005) Inhibition of the phosphatidylinositol 3-kinase/Akt/Mammalian target of rapamycin pathway but no the MEK/ERK Pathway attentuates laminin-meidated small cell lunch cancer cellular survival and resistance to Imatinib mesylate or chemolyte.. Cancer Research 65, 8423-8432.
                • Xinbo Liao, et al. (2003) Androgen stimulates matrix metalloproteinase-2 expression in human prostate cancer. Endocrinology 144, 1656-1663.