SAG

Grade

Highly Purified

Shipping Temp

Storage Temp

4°C/-20°C

Cell permeable smoothened (Smo) agonist. Shown to induce Sonic hedgehog (Shh) pathway activation and counteracts cyclopamine inhibition of Smo. Acts as an activator of Smo at low concentrations and as an inhibitor of Smo at very high concentrations.

Synonyms

3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(4-pyridinyl)benzyl]-1-benzothiophene-2-carboxamide, Smoothened Agonist

CAS Number

912545-86-9

Molecular Weight

490.1

Molecular Formula

C28H28ClN3OS

Solubility

DMSO, sparingly soluble in water (acidification with HCl increases water solubility).

Method for Determining Identity

Proton NMR

Appearance

Supplied as an off-white to light yellow powder.

Purity

≥98% (NMR)

Storage and Stability

Store at -20°C. Protect from light. Store solutions at -20°C in the dark. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Important Note

This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.

Toxicity and Hazards

All products should be handled by qualified personnel only, trained in laboratory procedures.

Form

Supplied as an off-white to light yellow powder.

Purity

≥98% (NMR)

References

1. Small-molecule modulators of Hedgehog signaling: identification and characterization of Smoothened agonists and antagonists: M. Frank-Kamenetsky, et al.; J. Biol. 1, 10 (2002)|2. Small molecule modulation of Smoothened activity: J.K. Chen, et al.; PNAS 99, 14071 (2002)|3. Activity-dependent internalization of smoothened mediated by beta-arrestin 2 and GRK2: W. Chen, et al.; Science 306, 2257 (2004)|4. Smoothened Signal Transduction is Promoted by G-Protein Coupled Receptor Kinase 2: A.R. Meloni et al.; Mol. Cell Biol. 26, 7550 (2006)|5. Oxysterols stimulate Sonic hedgehog signal transduction and proliferation of medulloblastoma cells: R.B. Corcoran & M.P. Scott; PNAS 103, 8408 (2006)|6. Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15: C. Masdeu, et al.; BBRC 349, 471 (2006)|7. Wnt signaling stimulates transcriptional outcome of the Hedgehog pathway by stabilizing GLI1 mRNA: F.K. Noubissi, et al.; Cancer Res. 69, 8572 (2009)|8. Evidence for allosteric interactions of antagonist binding to the smoothened receptor: C.M. Rominger, et al.; J. Pharmacol. Exp. Ther. 329, 995 (2009)|9. Converse conformational control of smoothened activity by structurally related small molecules: H. Yang, et al.; J. Biol. Chem. 284, 20876 (2009) |10. Identification of a suppressive mechanism for Hedgehog signaling through a novel interaction of Gli with 14-3-3: Y. Asoaka, et al.; J. Biol. Chem. 285, 4185 (2010)|11. Smoothened agonist augments proliferation and survival of neural cells: O. Bragina, et al.; Neurosci. Lett. 482, 81 (2010)|12. Subregional specification of embryonic stem cell-derived ventral telencephalic tissues by timed and combinatory treatment with extrinsic signals: T. Danjo, et al.; J. Neurosci. 31, 1919 (2011)