Stemolecule™ KAAD-Cyclopamine
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Product Overview
Stemolecule KAAD-Cyclopamine is a sonic hedgehog antagonist known to target Smoothened1. Hedgehog signaling is involved in embryogenesis as well as cancer progression2. KAAD-Cyclopamine has been utilized to halt the migration or proliferation of a variety of cancer cells (e.g. esophageal, gastrointestinal, hepatic and pancreatic cancer)3-6.
Product Specifications
Size
100 μg
Alternate Names
N-[2-[(3'R,7'aR)-3',6',10,11b-tetramethyl-3-oxospiro[1,2,4,6,6a,6b,7,8, 11,11a-decahydrobenzo[a]fluorene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3, 2-b]pyridine]-4'-yl]ethyl]-6-(3-phenylpropanoylamino)hexanamide
Chemical Formula
C44H63N3O4
Molecular Weight
697.99
CAS Number
306387-90-6
Purity
Greater than 95% by TLC analysis
Formulation
Pale yellow solid
Solubility
For a 10 mM concentrated stock solution of KAAD-Cyclopamine, reconstitute the compound by adding 14.3 μl of DMSO to the entire contents of the vial. If precipitate is observed, warm the solution to 37°C for 2 to 5 minutes. For cell culture, the media should be prewarmed prior to adding the reconstituted compound. Note: for most cells, the maximum tolerance to DMSO is less than 0.5%. This molecule is soluble in DMSO at 10 mM, ethanol at 1.4 mM, and methanol at 1.4 mM.
Storage and Stability
Store powder at 4°C protected from light. Following reconstitution, store aliquots at -20°C. Stock solutions are stable for 6 months when stored as directed.
Quality Control
The purity of KAAD-Cyclopamine was determined by TLC analysis. The accurate mass was determined by mass spectrometry. Cellular toxicity of KAAD-Cyclopamine was tested on mouse embryonic stem cells.
References
- Pasca di Magliano, M., and Hebrok, M. (2003) Hedgehog signalling in cancer formation and maintenance. Nat Rev Cancer 3: 903-911.
- Jiang, J., and Hui, C.C. (2008) Hedgehog signaling in development and cancer. Dev Cell 15: 801-812.
- Ma, X., Chen, K., Huang, S., Zhang, X., Adegboyega, P.A., Evers, B.M., Zhang, H., and Xie, J. (2005) Frequent activation of the hedgehog pathway in advanced gastric adenocarcinomas. Carcinogenesis 26: 1698-1705.
- Ma, X., Sheng, T., Zhang, Y., Zhang, X., He, J., Huang, S., Chen, K., Sultz, J., Adegboyega, P.A., Zhang, H., and Xie, J. (2006) Hedgehog signaling is activated in subsets of esophageal cancers. Int J Cancer 118: 139-148.
- Sicklick, J.K., Li, Y.X., Jayaraman, A., Kannangai, R., Qi, Y., Vivekanandan, P., Ludlow, J.W., Owzar, K., Chen, W., Torbenson, M.S., and Diehl, A.M. (2006) Dysregulation of the Hedgehog pathway in human hepatocarcinogenesis. Carcinogenesis 27: 748-757.
- Cheng, W.T., Xu, K., Tian, D.Y., Zhang, Z.G., Liu, L.J., and Chen, Y. (2009) Role of Hedgehog signaling pathway in proliferation and invasiveness of hepatocellular carcinoma cells. Int J Oncol 34: 829-836.
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