Cyclopamine

Cat. No. 1623

Cyclopamine C27H41NO2 [4449-51-8]

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Chemical Name: (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-Octadecahydro-3',6',10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol

Biological Activity

Inhibitor of hedgehog (Hh) signaling, likely via direct inhibition of Smoothened, the accessory protein to the putative Hh receptor Patched. Anticancer and teratogenic in vivo. Depletes stem-like cancer cells in glioblastoma and blocks tumor engraftment. Can also be used to induce differentiation of human embryonic stem cells (hESCs) into hormone-expressing endocrine cells.

Technical Data

M.Wt:
411.63
Formula:
C27H41NO2
Solubility:
Soluble to 5 mM in ethanol
Purity:
>97 %
Storage:
Desiccate at -20°C
CAS No:
4449-51-8

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Bar et al (2007) Cyclopamine-mediated hedgehog pathway inhibition depletes stem-like cancer cells in glioblastoma. Stem Cells 25 2524. PMID: 17628016.

D'Amour et al (2006) Production of pancreatic hormone-expressing endocrine cells from human embryonic stem cells. Nat.Biotechnol. 24 1392. PMID: 17053790.

Scott (2003) Cancer: a twist in a hedgehog's tale. Nature 425 780. PMID: 14574396.

Chen et al (2002) Inhibition of hedgehog signaling by direct binding of cyclopamine to smoothened. Genes Dev. 16 2743. PMID: 12414725.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Cyclopamine include:

Yuan et al (2016) Ciliary IFT80 balances canonical versus non-canonical hedgehog signalling for osteoblast differentiation. Stem Cells Int 7 11024. PMID: 26996322.

Kumar et al (2015) Generation of an expandable intermediate mesoderm restricted progenitor cell line from human pluripotent stem cells. Elife 4. PMID: 26554899.

Moisan et al (2015) White-to-brown metabolic conversion of human adipocytes by JAK inhibition. Nat Cell Biol 17 57. PMID: 25487280.

Zou et al (2015) Sonic hedgehog produced by bone marrow-derived mesenchymal stromal cells supports cell survival in myelodysplastic syndrome. Sci Signal 2015 957502. PMID: 25861282.

Atwood et al (2013) GLI activation by atypical protein kinase C Ι/λ regulates the growth of basal cell carcinomas. Nat Commun 494 484. PMID: 23446420.

Do you know of a great paper that uses Cyclopamine from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: Cyclopamine, supplier, inhibitors, inhibits, hedgehog, Hh, signaling, Signalling, Hedgehog, stem, cells, Smo, smoothened, antagonist, Tocris Bioscience, Hedgehog Signaling Inhibitor products

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