Cyclopamine



BML-GR334-0001	1 mg	92.00 USD

BML-GR334-0005	5 mg	370.00 USD

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 Specification

Formula:	C₂₇H₄₁NO₂

MW:	411.6

Purity:	≥98% (TLC)

Appearance:	white to off-white powder

CAS:	4449-51-8

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

Shipping:	AMBIENT

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.

Hazard:	HARMFUL. MAY BE TERATOGENIC.

Handling:	Protect from light.

Background / Technical Information:	Please click here for the comprehensive product datasheet.

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Product Literature References

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;

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;

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;

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.e; Nature 422, 313 (2003), Abstract;

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;