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

Overview

Replacement Information

Key Specifications Table

Empirical FormulaCAS #
C₁₉H₁₇NO₃ 154447-36-6

Pricing & Availability

Catalog Number AvailabilityPackaging Qty/Pack Price Quantity
440202-10MG
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      Plastic ampoule 10 mg
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      440202-25MG
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          Plastic ampoule 25 mg
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          440202-5MG
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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 ImageStructure formula Image
              Quality LevelMQ100
              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

              LY 294002 - CAS 154447-36-6 - Calbiochem SDS

              Title

              Safety Data Sheet (SDS) 

              LY 294002 - CAS 154447-36-6 - Calbiochem 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.


              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 formulaStructure 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.