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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: ≥98% (HPLC)
Biological Activity for SAG
SAG is a potent Smoothened (Smo) receptor agonist (Kd = 59 nM); antagonizes Cyclopamine (Cat. No. 1623) action at the Smo receptor. SAG potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM) and induces pathway activation independently of Ptch proteins. SAG is a putative inhibitor of a cellular component required for Hedgehog signaling and also enhances neuronal differentiation of iPSCs into dopaminergic neurons.
SAG dihydrochloride (Cat. No. 6390) also available.
Compound Libraries for SAG
SAG is also offered as part of the Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for SAG
| M. Wt | 490.06 |
| Formula | C28H28ClN3OS |
| Storage | Store at -20°C |
| Purity | ≥98% (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 for SAG
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 49.01 | 100 |
Preparing Stock Solutions for SAG
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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Product Datasheets for SAG
References for SAG
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
21 Citations for SAG
Citations are publications that use Tocris products. Selected citations for SAG include:
Sundari et al (2020) Generation of Human Neurons and Oligodendrocytes from Pluripotent Stem Cells for Modeling Neuron-Oligodendrocyte Interactions. J Vis Exp PMID: 33226027
Amos et al (2020) SEM/FIB Imaging for Studying Neural Interfaces. Dev Neurobiol 80 305-315 PMID: 31228876
Frédéric H-T et al (2020) Aberrant interaction of FUS with the U1 snRNA provides a molecular mechanism of FUS induced amyotrophic lateral sclerosis. Nat Commun 11 6341 PMID: 33311468
Alon et al (2020) Electrophysiologic Characterization of Developing Human Embryonic Stem Cell-Derived Photoreceptor Precursors. Invest Ophthalmol Vis Sci 61 44 PMID: 32991686
Shoji et al (2020) Nek2 kinase displaces distal appendages from the mother centriole prior to mitosis. J Cell Biol 219 PMID: 32211891
Carel B et al (2020) Detailed Phenotyping and Therapeutic Strategies for Intronic ABCA4 Variants in Stargardt Disease. Mol Ther Nucleic Acids 21 412-427 PMID: 32653833
Xia et al (2016) Transcriptional comparison of human induced and primary midbrain DArgic neurons. Sci.Rep. 6 20270 PMID: 26842779
Murase et al (2024) In vitro reconstitution of epigenetic reprogramming in the human germ line. Nature PMID: 38768632
Xin et al (2023) Characterizing the Neuron-Glial Interactions by the Co-cultures of Human iPSC-Derived Oligodendroglia and Neurons. Methods Mol Biol 2683 103-111 PMID: 37300770
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
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
Ruili et al (2021) Human Pluripotent Stem Cells for High-Throughput Drug Screening and Characterization of Small Molecules. Methods Mol Biol 2454 811-827 PMID: 34128205
Beth A et al (2021) Resolving cell state in iPSC-derived human neural samples with multiplexed fluorescence imaging. Commun Biol 4 786 PMID: 34168275
Ludo et al (2021) Induced pluripotent stem cell-derived motor neurons of CMT type 2 patients reveal progressive mitochondrial dysfunction. Brain 144 2471-2485 PMID: 34128983
John M et al (2021) A weakened interface in the P182L variant of HSP27 associated with severe Charcot-Marie-Tooth neuropathy causes aberrant binding to interacting proteins. EMBO J 40 e103811 PMID: 33644875
Anestis et al (2021) In Vitro Generation of Posterior Motor Neurons from Human Pluripotent Stem Cells. Curr Protoc 1 e244 PMID: 34547185
Haidar et al (2019) Neuropathy-causing mutations in HSPB1 impair autophagy by disturbing the formation of SQSTM1/p62 bodies. Autophagy 15 1051 PMID: 30669930
Eva et al (2019) Axon-seq for in Depth Analysis of the RNA Content of Neuronal Processes. Bio Protoc 9 e3312 PMID: 33654821
Massimiliano et al (2019) Trehalose induces autophagy via lysosomal-mediated TFEB activation in models of motoneuron degeneration. Autophagy 15 631-651 PMID: 30335591
Rajamani et al (2018) Super-Obese Patient-Derived iPSC Hypothalamic Neurons Exhibit Obesogenic Signatures and Hormone Responses. Cell Stem Cell 22 698 PMID: 29681516
Aaron C et al (2022) Primary cilia on muscle stem cells are critical to maintain regenerative capacity and are lost during aging. Nat Commun 13 1439 PMID: 35301320
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Reviews for SAG
Average Rating: 5 (Based on 2 Reviews.)
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Promoted the formation of cilia.
By
Kishor Pant on 02/10/2023
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: HepG2, and Huh,
SAG consistently produced positive results in our experiments; it promoted the formation of cilia and reduced the proliferation of cancer cells.
We use 5-20 nm concentration for 24-48 hours.
Usage Information.
By
Anonymous on 07/04/2020
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: iPSC
iPSC-derived hypothalamic neuron differentiation activation by Smoothened agonist SAG 1 μM and purmorphamine 1 μM.
From Day 2 to day 9 to direct the cells toward ventral diencephalon with regular media change every 2 days.
Literature in this Area
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