239804

Cyclopamine-KAAD

≥70% (sum of two isomers, HPLC), solid, Hedgehog signaling inhibitor, Calbiochem^®

• Synonym(s): Cyclopamine-KAAD, 3- Keto-N-( aminoethyl- aminocaproyl- dihydrocinnamoyl)cyclopamine, KAAD-Cyclopamine, Shh Signaling Antagonist II, 3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine, KAAD-Cyclopamine, Shh Signaling Antagonist II
• Empirical Formula (Hill Notation): C₄₄H₆₃N₃O₄
• Molecular Weight: 697.99
• UNSPSC Code: 12352116
• NACRES: NA.77

Properties

• product name: Cyclopamine-KAAD, 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).
• Quality Level: 100
• Assay: ≥70% (sum of two isomers, HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white to light yellow
• solubility: ethanol: 1 mg/mL; methanol: 1 mg/mL; DMSO: 5 mg/mL
• shipped in: wet ice
• storage temp.: −20°C

Description

General description

A 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 p2^Ptch-/-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.

A 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 p2^Ptch-/-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).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Hh signaling in Shh-light2 assay

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 20 nM against Hedgehog (Hh) signaling in Shh-LIGHT2 assay; 50 nM in p2Ptch-/-cells; 500 nM in SmoA1-LIGHT cells

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.

Other Notes

Siegelin, M.D. et al. 2009. Neurobiol. Dis.34, 259.
Watkins, D.N., et al. 2003. Nature422, 313.
Berman, D.M., et al. 2002. Science297, 1559.
Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA99, 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. Nature406, 1005.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2