KAAD-cyclopamine is a sonic hedgehog antagonist that targets Smoothened, a 7-transmembrane receptor of the hedgehog signaling pathway.
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
|Product name||Product code||Pack size||Price (USD)||Price (GBP)||Price (EUR)|
|Stemolecule™ KAAD-Cyclopamine||04-0028||20 μg||$ 276.00||£ 226.23||€ 264.24|
Note: prices shown do not include shipping and handling charges.
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.
Stemgent and the Stemolecule brand name are trademarks of REPROCELL Inc., Japan.
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.
Safety Data Sheets:
- Pasca di Magliano, M., and Hebrok, M. Hedgehog signalling in cancer formation and maintenance. Nat Rev Cancer 3: 903-911 (2003).
- Jiang, J., and Hui, C.C. Hedgehog signaling in development and cancer. Dev Cell 15: 801-812 (2008).
- 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).
- 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).
- 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).
- 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).
- Rajaei B; Massumi M; Wheeler M. Glucose‐Responsiveness of Pancreatic β‐Like (GRP β‐L) Cells Generated from Human Pluripotent Stem Cells. Current Protoclos Human Genetics 100:e71 (2019).
- Ogaki S; Morooka M; Otera K; Kume S. A cost-effective system for differentiation of intestinal epithelium from human induced pluripotent cells. Sci Rep5:17297 (2015).
- Toivonen S; Lundin K; Balboa D; Ustinov J; Tamminen K; Palgi J; Trokovic R; Tuuri T; Otonkoski T. Activin A and Wnt-dependent specification of human definitive endoderm cells. Exp Cell Res319:2535 (2013).