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239804 Cyclopamine-KAAD - Calbiochem

Cyclopamine- KAAD, CAS 306387-90-6, is a cell-permeable potent analog of Cyclopamine (Cat. No. 239803) that specifically inhibits Hedgehog (Hh) signaling with similar or lower toxicity (IC₅₀ = 20 nM).

Cyclopamine-KAAD - Calbiochem : FDS (Fiches de données de sécurité), certificats d’analyse (CoA) et de qualité (CoQ), dossiers, brochures et autres documents disponibles.

Synonymes: 3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine, KAAD-Cyclopamine, Shh Signaling Antagonist II

Primary Target: Hh signaling in Shh-light2 assay
239804
Purchase on Sigma-Aldrich

Aperçu

Replacement Information

Tableau de caractéristiques principal

Empirical Formula
C₄₄H₆₃N₃O₄

Products

RéférenceConditionnement Qté
239804-100UG Flacon en verre 100 μg
239804-500UG Flacon en verre 500 μg
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
FormWhite to light 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
Global Trade Item Number
Référence GTIN
239804-100UG 04055977198881
239804-500UG 04055977198898

Documentation

Cyclopamine-KAAD - Calbiochem FDS

Titre

Fiche de données de sécurité des matériaux (FDS) 

Cyclopamine-KAAD - Calbiochem Certificats d'analyse

TitreNuméro de lot
239804

Références bibliographiques

Aperçu de la référence bibliographique
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.

Fiche technique

Titre
Reprogramming Cell Fate and Function Novel Strategies for iPSC Generation, Characterization, and Differentiation

Citations

Titre
  • Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
    		•
    Fiche technique

    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.

    Revision23-October-2024 JSW
    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.
    FormWhite to light 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 Protect from light
    -20°C
    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.
    		•