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239804 Cyclopamine-KAAD - Calbiochem

239804
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Overview

Replacement Information

Key Specifications Table

Empirical Formula
C₄₄H₆₃N₃O₄

Pricing & Availability

Catalog Number AvailabilityPackaging 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
          Quality LevelMQ100
          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

          Cyclopamine-KAAD - Calbiochem SDS

          Title

          Safety Data Sheet (SDS) 

          Cyclopamine-KAAD - Calbiochem 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.

          Brochure

          Title
          Biologics 33.2

          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.