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Merck

239807

Cyclopamine-KAAD

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

Synonym(s):

3- Keto-N-( aminoethyl- aminocaproyl- dihydrocinnamoyl)cyclopamine, 3-Keto-N-(aminoethyl-aminocaproyl-dihydrocinnamoyl)cyclopamine, InSolution Cyclopamine-KAAD

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About This Item

UNSPSC Code:
12352116
NACRES:
NA.77
Assay:
≥70% (sum of two isomers, HPLC)
Form:
liquid
Quality level:
Storage condition:
OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
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Product Name

Cyclopamine-KAAD, InSolution, ≥70%, inhibits Hedgehog (Hh) signaling

Quality Level

assay

≥70% (sum of two isomers, HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

shipped in

dry ice

storage temp.

−70°C

Biochem/physiol Actions

Cell permeable: yes
Primary Target
SmoA1

Disclaimer

Toxicity: Irritant (B)

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 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. The solid form of this compound (Cat. No. 239803) is also available.

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.

Packaging

Packaged under inert gas

Physical form

A 1 mM (50 µg/72 µL) solution of Cyclopamine-KAAD (Cat. No. 239804) in DMSO.

Preparation Note

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.

Legal Information

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F - closed cup - (refers to pure substance)

flash_point_c

87 °C - closed cup - (refers to pure substance)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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