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Stemgent Stemolecule KAAD-Cyclopamine

Code: 04-0028-base
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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 Name

Stemolecule KAAD-Cyclopamine

Catalog Number

04-0028

Size

100 µg

Alternate Name(s)

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. Information about the stability of Stemolecules in solution is largely not available. As a general guideline, we recommend that stock solution be freshly made and stored in aliquots at −20 °C, protected from light. The effect of storage of stock solutions should be verified for each application.

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.

 

Specification Sheets

Safety Data Sheets

  1. Pasca di Magliano, M., and Hebrok, M. Hedgehog signalling in cancer formation and maintenance. Nat Rev Cancer 3: 903-911 (2003).
  2. Jiang, J., and Hui, C.C. Hedgehog signaling in development and cancer. Dev Cell 15: 801-812 (2008).
  3. Ma, X., Chen, K., Huang, S., Zhang, X., Adegboyega, P.A., Evers, B.M., Zhang, H., and Xie, J. Frequent activation of the hedgehog pathway in advanced gastric adenocarcinomas. Carcinogenesis 26: 1698-1705 (2005).
  4. Ma, X., Sheng, T., Zhang, Y., Zhang, X., He, J., Huang, S., Chen, K., Sultz, J., Adegboyega, P.A., Zhang, H., and Xie, J. Hedgehog signaling is activated in subsets of esophageal cancers. Int J Cancer 118: 139-148 (2006).
  5. 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. Dysregulation of the Hedgehog pathway in human hepatocarcinogenesis. Carcinogenesis 27: 748-757 (2006).
  6. Cheng, W.T., Xu, K., Tian, D.Y., Zhang, Z.G., Liu, L.J., and Chen, Y. Role of Hedgehog signaling pathway in proliferation and invasiveness of hepatocellular carcinoma cells. Int J Oncol 34: 829-836 (2009).

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