239804 Cyclopamine-KAAD - Calbiochem

239804
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₄₄H₆₃N₃O₄

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      239804-100UG
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          Glass bottle 100 μg
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          239804-500UG
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              Glass bottle 500 μg
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              Description
              OverviewA potent, cell-permeable analog of Cyclopamine (Cat. No. 239803) that specifically inhibits the Hedgehog (Hh) signaling with similar or lower toxicity (IC50 = 20 nM in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells). Binds to SmoA1 and promotes its exit from the endoplasmic reticulum. Suppresses both the ShhNp-induced pathway activity and SmoA1-induced reporter activity. Shown to sensitize human glioma cells to TRAIL-induced apoptosis. Also available as a 1 mM solution in DMSO (Cat. No. 239807).
              Catalogue Number239804
              Brand Family Calbiochem®
              Synonyms3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine, KAAD-Cyclopamine, Shh Signaling Antagonist II
              References
              ReferencesSiegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
              Watkins, D.N., et al. 2003. Nature 422, 313.
              Berman, D.M., et al. 2002. Science 297, 1559.
              Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
              Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
              Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
              Taipale, J., et al. 2000. Nature 406, 1005.
              Product Information
              ATP CompetitiveN
              FormPale yellow solid
              Hill FormulaC₄₄H₆₃N₃O₄
              Chemical formulaC₄₄H₆₃N₃O₄
              ReversibleN
              Structure formula ImageStructure formula Image
              Applications
              Biological Information
              Primary TargetHh signaling in Shh-light2 assay
              Primary Target IC<sub>50</sub>20 nM against Hedgehog (Hh) signaling in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells
              Purity≥70% by HPLC (sum of two isomers)
              Physicochemical Information
              Cell permeableY
              Dimensions
              Materials Information
              Toxicological Information
              Safety Information according to GHS
              Safety Information
              R PhraseR: 20/21/22

              Harmful by inhalation, in contact with skin and if swallowed.
              S PhraseS: 22-36/37

              Do not breathe dust.
              Wear suitable protective clothing and gloves.
              Product Usage Statements
              Storage and Shipping Information
              Ship Code Shipped with Blue Ice or with Dry Ice
              Toxicity Harmful
              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 2 weeks at -20°C.
              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
              239804

              References

              Reference overview
              Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
              Watkins, D.N., et al. 2003. Nature 422, 313.
              Berman, D.M., et al. 2002. Science 297, 1559.
              Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
              Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
              Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
              Taipale, J., et al. 2000. Nature 406, 1005.

              Citations

              Title
            • Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
            • 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.

              Revision27-February-2012 RFH
              Synonyms3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine, KAAD-Cyclopamine, Shh Signaling Antagonist II
              DescriptionA cell-permeable potent analog of Cyclopamine (Cat. No. 239803) that specifically inhibits Hedgehog (Hh) signaling with similar or lower toxicity (IC50 = 20 nM in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells). Binds to SmoA1 and promotes its exit from the endoplasmic reticulum. Suppresses both ShhNp-induced pathway activity and SmoA1-induced reporter activity. Reported to cause regression of murine tumor allografts in vivo and induce rapid cell death in human medulloblastoma. Shown to sensitize human glioma cells to TRAIL-induced apoptosis.
              FormPale yellow solid
              Intert gas (Yes/No) Packaged under inert gas
              Chemical formulaC₄₄H₆₃N₃O₄
              Structure formulaStructure formula
              Purity≥70% by HPLC (sum of two isomers)
              SolubilityDMSO (5 mg/ml), Ethanol (1 mg/ml), or Methanol (1 mg/ml)
              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 2 weeks at -20°C.
              Toxicity Harmful
              ReferencesSiegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
              Watkins, D.N., et al. 2003. Nature 422, 313.
              Berman, D.M., et al. 2002. Science 297, 1559.
              Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA 99, 14071.
              Chen, J.K., et al. 2002. Genes Dev. 16, 2743.
              Frank-Kamenetsky, M., et al. 2002. J. Biol. 1, 10.
              Taipale, J., et al. 2000. Nature 406, 1005.
              Citation
            • Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.