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Description: Potent Smoothened receptor agonist; activates the Hedgehog signaling pathway
Chemical Name: 3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]benzo[b]thiophene-2-carboxamide
Purity: ≥99% (HPLC)
Biological Activity
Potent Smoothened (Smo) receptor agonist (Kd = 59 nM); antagonizes Cyclopamine action at the Smo receptor. Potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). Induces pathway activation independently of Ptch proteins. Putative inhibitor of a cellular component required for Hedgehog signaling. Enhances neuronal differentiation of iPSCs into dopaminergic neurons.
Technical Data
| M. Wt | 490.06 |
| Formula | C28H28ClN3OS |
| Storage | Store at -20°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 912545-86-9 |
| PubChem ID | 5284330 |
| InChI Key | VFSUUTYAEQOIMW-UHFFFAOYSA-N |
| Smiles | ClC2=C(C(N([C@H]4CC[C@H](NC)CC4)CC3=CC=CC(C5=CC=NC=C5)=C3)=O)SC1=CC=CC=C12 |
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.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 49.01 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 490.06. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.04 mL | 10.2 mL | 20.41 mL |
| 5 mM | 0.41 mL | 2.04 mL | 4.08 mL |
| 10 mM | 0.2 mL | 1.02 mL | 2.04 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.41 mL |
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References
References are publications that support the biological activity of the product.
Stanton et al (2009) A small molecule that binds Hedgehog and blocks its signaling in human cells. Nat.Chem.Biol. 5 154 PMID: 19151731
Chen et al (2002) Small molecule modulation of Smoothened activity. Proc.Natl.Acad.Sci.USA. 99 14071 PMID: 12391318
Mak et al (2012) Small molecules greatly improve conversion of human-induced pluripotent stem cells to the neuronal lineage. Stem Cells Int. 2012 140427 PMID: 22567022
If you know of a relevant reference for SAG, please let us know.
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Keywords: SAG, SAG supplier, Potent, Smoothened, Smo, receptors, agonists, activates, Hedgehog, signaling, pathway, activator, enhancers, neuronal, differentiation, iPCs, inducible, pluripotent, stem, cells, dopaminergic, neurons, neurones, Receptors, Signaling, Neural, Stem, Cells, ESCs, and, iPSC, 4366, Tocris Bioscience
5 Citations for SAG
Citations are publications that use Tocris products. Selected citations for SAG include:
Haidar et al (2019) Neuropathy-causing mutations in HSPB1 impair autophagy by disturbing the formation of SQSTM1/p62 bodies. Autophagy 15 1051 PMID: 30669930
Cortes et al (2015) Accumulation of the Vitamin D Precursor Cholecalciferol Antagonizes Hedgehog Signaling to Impair Hemogenic Endothelium Formation. Nat Chem Biol 5 471 PMID: 26365513
Atzmon et al (2018) Drug Screening Identifies Sigma-1-Receptor as a Target for the Therapy of VWM Leukodystrophy. Front Mol Neurosci 11 336 PMID: 30279648
Xia et al (2016) Transcriptional comparison of human induced and primary midbrain DArgic neurons. Sci.Rep. 6 20270 PMID: 26842779
Rajamani et al (2018) Super-Obese Patient-Derived iPSC Hypothalamic Neurons Exhibit Obesogenic Signatures and Hormone Responses. Cell Stem Cell 22 698 PMID: 29681516
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