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239804 Cyclopamine-KAAD - Calbiochem

239804
Purchase on Sigma-Aldrich

Panoramica

Replacement Information

Tabella delle specifiche principali

Empirical Formula
C₄₄H₆₃N₃O₄

Products

Numero di catalogoConfezionamento Qtà/conf
239804-100UG Bottiglia di vetro 100 μg
239804-500UG Bottiglia di vetro 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
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 MSDS

Titolo

Scheda di sicurezza (MSDS) 

Cyclopamine-KAAD - Calbiochem Certificati d'Analisi

TitoloNumero di lotto
239804

Riferimenti bibliografici

Panoramica delle referenze
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.

Citazioni

Titolo
  • Siegelin, M.D. et al. 2009. Neurobiol. Dis. 34, 259.
  • Scheda tecnica

    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.