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Cyclopamine

Blocks Hedgehog signaling



BML-GR334-0001	1 mg	144.00 USD

BML-GR334-0005	5 mg	591.00 USD
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Replaces Prod. #: ALX-430-159

Cyclopamine is a naturally occuring steroidal alkaloid that causes cyclopia by blocking sonic hedgehog signaling. It specifically inhibits the hedgehog (Hh) pathway by interaction with the Hh signaling protein smoothened. Cyclopamine blocks the oncogenic effects of mutations of Ptch in fibroblasts and inhibits the growth of cells lacking Ptch function. It arrested cell cycle at G0/G1 and induced apoptosis in several small-cell lung cancer cell lines at 5 µM. Cyclopamine also induces expression of the transcription factor pdx-1, which stimulates insulin secretion in differentiation protocols for mouse embryonic stem cells

Product Details

Formula:	C₂₇H₄₁NO₂

MW:	411.6

CAS:	4449-51-8

Purity:	≥98% (TLC)

Appearance:	white to off-white powder

Solubility:	Soluble in 100% ethanol (20mg/ml), DMSO (4mg/ml), dimethyl formamide (10mg/ml), methanol (7mg/ml). Insoluble in water.

Shipping:	Ambient Temperature

Long Term Storage:	-20°C

Use/Stability:	Store, as supplied, at -20°C for up to 1 year. Store solutions at -20°C for up to 3 months.

Handling:	Protect from light.

Regulatory Status:	RUO - Research Use Only

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Product Literature References

Hedgehog associated to microparticles inhibits adipocyte differentiation via a non-canonical pathway: A. Flury, et al.; Sci. Rep. 6, 23479 (2016), Application(s): Cell culture, Abstract; Full Text

Hedgehog signaling between cancer cells and hepatic stellate cells in promoting cholangiocarcinoma: Y. Kim, et al.; Ann. Surg. Oncol. 21, 2684 (2014), Abstract;

Internalization and induction of antioxidant messages by microvesicles contribute to the antiapoptotic effects on human endothelial cells: R. Soleti, et al.; Free Radic. Biol. Med. 53, 2159 (2012), Application(s): HUVEC cell culture, Abstract;

Gli2 expression and human bladder transitional carcinoma cell invasiveness: C.W. Mechlin, et al.; J. Urol. 184, 344 (2010), Abstract;

Wnt signaling stimulates transcriptional outcome of the Hedgehog pathway by stabilizing GLI1 mRNA: F.K. Noubissi, et al.; Cancer Res. 69, 8572 (2009), Abstract; Full Text

Hedgehog signalling in colorectal tumour cells: induction of apoptosis with cyclopamine treatment: D. Qualtrough, et al.; Int. J. Cancer. 110, 831 (2004), Abstract;

In vitro directed differentiation of mouse embryonic stem cells into insulin-producing cells: T. Leon-Quinto, et al.; Diabetologia 47, 1442 (2004), Abstract;

Induction of the differentiation and apoptosis of tumor cells in vivo with efficiency and selectivity: S. Tabs & O. Avci; Eur. J. Dermatol. 14, 96 (2004), Abstract;

Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway: X. Wu, et al.; Chem. Biol. 11, 1229 (2004), Abstract;

Transforming growth factor (TGF)beta, fibroblast growth factor (FGF) and retinoid signalling pathways promote pancreatic exocrine gene expression in mouse embryonic stem cells: A. Skoudy, et al.; Biochem. J. 379, 749 (2004), Abstract;

Hedgehog is an early and late mediator of pancreatic cancer tumorigenesis: S.P. Thayer, et al.; Nature 425, 851 (2003), Abstract;

Hedgehog signalling within airway epithelial progenitors and in small-cell lung cancer: D.N. Watkins, et al.; Nature 422, 313 (2003), Abstract;

Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened: J.K. Chen, et al.; Genes Dev. 16, 2743 (2002), Abstract;

Medulloblastoma growth inhibition by hedgehog pathway blockade: D.M. Berman, et al.; Science 297, 1559 (2002), Abstract;

Small molecule modulation of Smoothened activity: J.K. Chen, et al.; PNAS 99, 14071 (2002), Abstract;

Cyclopamine inhibition of Sonic hedgehog signal transduction is not mediated through effects on cholesterol transport: J.P. Incardona, et al.; Dev. Biol. 2000, 440 (2000), Abstract;

Effects of oncogenic mutations in Smoothened and Patched can be reversed by cyclopamine: J. Taipale, et al.; Nature 406, 1005 (2000), Abstract;

Pancreas development is promoted by cyclopamine, a hedgehog signaling inhibitor: S.K. Kim & D.A. Melton; PNAS 95, 13036 (1998), Abstract;

Teratogen-mediated inhibition of target tissue response to Shh signaling: M.K. Cooper, et al.; Science 280, 1603 (1998), Abstract;

The teratogenic Veratrum alkaloid cyclopamine inhibits sonic hedgehog signal transduction: J.P. Incardona, et al.; Development 125, 3553 (1998), Abstract;