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Product Overview
Stemolecule™ Cyclopamine is a steroid alkaloid isolated from the corn lily (Veratrum californicum) and originally identified as a teratogenic agent1. Cyclopamine has since been identified as a specific inhibitor of hedgehog singaling by direct binding to the heptahelical bundle of Smoothened2. Hedgehog signaling is involved in embryogenesis as well as cancer progression3. Cyclopamine has been utilized as a small molecule inducer of stem cell differentiation towards definitive endoderm pancreatic islet cells4, as a modulator of cell proliferation5, and as an anticancer drug6.
References
- Gaffield, W., Incardona, J.P., Kapur, R.P., Roelink, H. (1999) A looking glass perspective: thalidomide and cyclopamine. Cell Mol Biol (Noisy-le-grand) 45: 579-88.
- Chen, J.K., Taipale, J., Cooper, M.K., Beachy, P.A. (2002) Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened. Genes Dev 16: 2743-8.
- Jiang, J., Hui, C.C. (2008) Hedgehog signaling in development and cancer. Dev Cell 15: 801-12.
- D'Amour, K.A., Bang, A.G., Eliazer, S., Kelly, O.G., Agulnick, A.D., Smart, N.G., Moorman, M.A., Kroon, E., Carpenter, M.K., Baetge, E.E. (2006) Production of pancreatic hormone-expressing endocrine cells from human embryonic stem cells. Nat Biotechnol 24: 1392-401.
- Gallo, R., Grieco, F.A., Marselli, L., Ferretti, E., Gulino, A., Marchetti, P., Dotta, F. (2008) Hedgehog signaling during expansion of human pancreatic islet-derived precursors. Ann N Y Acad Sci 1150: 43-5.
- Xu, F.G., Ma, Q.Y., Wang, Z. (2009) Blockade of hedgehog signaling pathway as a therapeutic strategy for pancreatic cancer. Cancer Lett:
For research use only. Not for use in diagnostic procedures. Not for resale.
Product Specifications
| Alternate Names |
11-deoxojervine (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5'; octadecahydro-3',6',10,11b-tetramethyl-spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol
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| Chemical Formula |
C27H41NO2
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| Structure |
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| Molecular Weight |
411.62
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| CAS Number |
4449-51-8
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| Purity |
>99%
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| Formulation |
White crystalline solid or clear solid film at bottom of vial
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| Solubility |
Soluble in DMSO (100 mM), ethanol (49 mM), or methanol (17 mM). For a 10 mM concentrated stock solution, reconstitute the compound by adding 486 µl of DMSO to the entire contents of the vial. Note: for most cells, the maximum tolerance to DMSO is <0.5%.
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| Storage |
Store at 4°C. Protect from light. Following reconstitution, store aliquots at -20°C.
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| Stability |
Stock solutions stable at -20°C for 6 months.
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| Quality control |
The purity of Cyclopamine was determined by HPLC analysis. The accurate mass and structure of Cyclopamine was determined by mass spectrometry and NMR, respectively. Cellular toxicity of Cyclopamine was tested on mouse embryonic stem cells.
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Technical Documents
Specifications
MSDS
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