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Submit ReviewPurmorphamine
Description: Smo receptor agonist
Chemical Name: 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
Purity: ≥98% (HPLC)
Biological Activity for Purmorphamine
Purmorphamine is a smoothened (Smo) receptor agonist (EC50 ~ 1 μM) and activates the Hedgehog pathway. Purmorphamine induces osteogenesis in mouse mesenchymal progenitor cells (C3H10T1/2). When combined with BMP-4, Purmorphamine can transdifferentiate pre-adipocytes (3T3-L1) and myoblasts (C2C12) into osteoblasts. Purmorphamine induces differentiation of multipotent mesenchymal progenitor cells into osteoblasts, and of spinal motor neurons from pluripotent human stem cells, and protects dopaminergic neurons in a mouse model of Parkinson's disease.
Scientific Data
Applications of Purmorphamine in Neurons Derived from hiPSCs Dopaminergic neurons derived from human induced pluripotent stem cells (hiPSC) using SB 431542 (Catalog # 1614, Tocris), CHIR 99021 (Catalog # 4423, Tocris), DAPT (Catalog # 2634, Tocris) and Purmorphamine. Cells cultured in Neuronal Media supplemented with TGF-3 (Catalog # 8420-B3, R&D Systems), cAMP, GDNF (Catalog # 212-GD, R&D Systems), BDNF (Catalog # 248-BDB, R&D Systems), N21-MAX (Catalog # AR008, R&D Systems). Differentiation shown at days 55 (left) and 62 (right). Images courtesy of Kevin Flynn, Bio-Techne.
Compound Libraries for Purmorphamine
Purmorphamine is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for Purmorphamine
| M. Wt | 520.62 |
| Formula | C31H32N6O2 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 483367-10-8 |
| PubChem ID | 5284329 |
| InChI Key | FYBHCRQFSFYWPY-UHFFFAOYSA-N |
| Smiles | C1(OC4=CC=CC5=C4C=CC=C5)=NC(NC3=CC=C(N6CCOCC6)C=C3)=C2C(N(C7CCCCC7)C=N2)=N1 |
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 Purmorphamine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 52.06 | 100 |
Preparing Stock Solutions for Purmorphamine
The following data is based on the product molecular weight 520.62. 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 | 1.92 mL | 9.6 mL | 19.21 mL |
| 5 mM | 0.38 mL | 1.92 mL | 3.84 mL |
| 10 mM | 0.19 mL | 0.96 mL | 1.92 mL |
| 50 mM | 0.04 mL | 0.19 mL | 0.38 mL |
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Product Datasheets for Purmorphamine
References for Purmorphamine
References are publications that support the biological activity of the product.
Wu et al (2004) Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway. Chem.Biol. 11 1229 PMID: 15380183
Sinha et al (2006) Purmorphamine activates the Hedgehog pathway by targeting Smoothened. Nat.Chem.Biol. 2 29 PMID: 16408088
Wu et al (2002) A small molecule with osteogenesis-inducing activity in multipotent mesenchymal progenitor cells. J.Am.Chem.Soc. 124 14520 PMID: 12465946
Sinha and Chen et al (2006) Purmorphamine activates the Hedgehog pathway by targeting Smoothened. Nat.Chem.Biol. 2 29 PMID: 16408088
If you know of a relevant reference for Purmorphamine, please let us know.
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Keywords: Purmorphamine, Purmorphamine supplier, Smoothened, Smo, receptors, agonists, differentiation, multipotent, mesenchymal, progenitor, cells, osteoblasts, osteogenic, Receptors, Mesenchymal, Stem, Cells, Osteogenic, 4551, Tocris Bioscience
8 Citations for Purmorphamine
Citations are publications that use Tocris products. Selected citations for Purmorphamine include:
Sommer et al (2018) Th17 lymphocytes induce neuronal cell death in a human iPSC-based model of Parkinson's disease. Cell Stem Cell. 23 123 PMID: 29979986
Rajamani et al (2018) Super-Obese Patient-Derived iPSC Hypothalamic Neurons Exhibit Obesogenic Signatures and Hormone Responses. Cell Stem Cell 22 698 PMID: 29681516
Yuan et al (2016) Ciliary IFT80 balances canonical versus non-canonical hedgehog signalling for osteoblast differentiation. J Immunol 7 11024 PMID: 26996322
Hackland et al (2019) FGF Modulates the Axial Identity of Trunk hPSC-Derived Neural Crest but Not the Cranial-Trunk Decision. Stem Cell Reports 12 920 PMID: 31091435
Yuan et al (2019) IFT80 is required for stem cell proliferation, differentiation, and odontoblast polarization during tooth development. Cell Death Dis 10 63 PMID: 30683845
Lang et al (2019) Single-Cell Sequencing of iPSC-DA Neurons Reconstructs Disease Progression and Identifies HDAC4 as a Regulator of Parkinson Cell Phenotypes. Cell Stem Cell 24 93 PMID: 30503143
Sheng et al (2018) A stably self-renewing adult blood-derived induced neural stem cell exhibiting patternability and epigenetic rejuvenation. Nat Commun 9 4047 PMID: 30279449
Kaindl et al (2018) Zooming in on Cryopreservation of hiPSCs and Neural Derivatives: A Dual-Center Study Using Adherent Vitrification. Stem Cells Transl Med PMID: 30456912
Do you know of a great paper that uses Purmorphamine from Tocris? Please let us know.
Reviews for Purmorphamine
Average Rating: 5 (Based on 3 Reviews.)
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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.
For differentiation of DaNs.
By
Phi Anh Phan on 02/04/2020
Species: Human
Cell Line/Tissue: iPSC
Used for the differentiation of human iPSCs into dopaminergic neurons (Kriks et al.,2011).
Great for differentiation of huiPSCs into DaNs!.
By
Phi Anh Phan on 01/31/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: iPSC
Purmorphamine was used to differentiate human iPSCs into dopaminergic neurons with above 60% TH positive cells.
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