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Cyclopamine

Catalog #: 1623
8 Citations Datasheet
Catalog # Availability Size / Price Qty
1623/1
Cyclopamine | CAS No. 4449-51-8 | Hedgehog Signaling Inhibitors
1 Image
Description: Inhibitor of Hedgehog (Hh) signaling

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

Purity: ≥97%

Product Details
Citations (8)
Reviews
Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

Cyclopamine is an 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Integration of Shh and Fgf signaling in controlling Hox gene expression in cultured limb cells
    AR Rodrigues, N Yakushiji-, Y Atsuta, G Andrey, P Schorderet, D Duboule, CJ Tabin
    Proc. Natl. Acad. Sci. U.S.A, 2017;0(0):.
  2. Differentiation of Human Pluripotent Stem Cells into Colonic Organoids via Transient Activation of BMP Signaling
    JO Múnera, N Sundaram, SA Rankin, D Hill, C Watson, M Mahe, JE Vallance, NF Shroyer, KL Sinagoga, A Zarzoso-La, JR Hudson, JC Howell, P Chatuvedi, JR Spence, JM Shannon, AM Zorn, MA Helmrath, JM Wells
    Cell Stem Cell, 2017;0(0):.
  3. Regulation and function of immunosuppressive molecule human leukocyte antigen G5 in human bone tissue.
    Deschaseaux F, Gaillard J, Langonne A, Chauveau C, Naji A, Bouacida A, Rosset P, Heymann D, De Pinieux G, Rouas-Freiss N, Sensebe L
    FASEB J, 2013;27(8):2977-87.
  4. Regulation of endodermal differentiation of human embryonic stem cells through integrin-ECM interactions.
    Brafman D, Phung C, Kumar N, Willert K
    Cell Death Differ, 2013;20(3):369-81.
  5. Endogenously produced Indian Hedgehog regulates TGFbeta-driven chondrogenesis of human bone marrow stromal/stem cells.
    Handorf A, Chamberlain C, Li W
    Stem Cells Dev, 2015;24(8):995-1007.
  6. Cyclopamine-mediated hedgehog pathway inhibition depletes stem-like cancer cells in glioblastoma.
    Bar et al.
    Stem Cells, 2007;25:2524
  7. Production of pancreatic hormone-expressing endocrine cells from human embryonic stem cells.
    D'Amour et al.
    Nat.Biotechnol., 2006;24:1392
  8. Inhibition of hedgehog signaling by direct binding of cyclopamine to smoothened.
    Chen et al.
    Genes Dev., 2002;16:2743
  9. Cancer: a twist in a hedgehog's tale.
    Scott
    Nature, 2003;425:780

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