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Submit ReviewDMH-1 is a selective inhibitor of bone morphogenic protein (BMP) type-I receptor activin receptor-like kinase 2 (ALK2) receptor (IC50 = 108 nM or 12.6 nM in in vitro kinase assays). DMH-1 exhibits 6- and 19-fold selectivity for ALK-2 over ALK-1 and ALK-3, respectively, and no significant inhibition of AMPK, ALK5, KDR (VEGFR-2) or PDGFRβ receptors. DMH-1 blocks BMP4-induced phosphorylation of Smads 1, 5 and 8 in HEK293 cells. Promotes neurogenesis in human induced pluripotent stem cells (iPSCs) when used in combination with SB 431542 (Cat. No. 1614). DMH-1 suppresses lung cancer cell proliferation, migration, invasion in vitro and reduces tumor growth in a mouse lung cancer xenograft model. DMH-1 inhibits cellular autophagy responses. DMH-1 induces intestinal differentiation in human intestinal organoids (hIOs) derived from human pluripotent stems cells (hPSCs). The compound can also be used in protocols for the chemical reprogramming of somatic cells to iPSCs.
DMH-1 is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Kinase Inhibitor Library and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
M. Wt | 380.44 |
Formula | C24H20N4O |
Storage | Store at +4°C |
Purity | ≥98% (HPLC) |
CAS Number | 1206711-16-1 |
PubChem ID | 50997747 |
InChI Key | JMIFGARJSWXZSH-UHFFFAOYSA-N |
Smiles | CC(C)OC(C=C3)=CC=C3C(C=N2)=CN1C2=C(C4=CC=NC5=C4C=CC=C5)C=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.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
DMSO | 7.61 | 20 |
The following data is based on the product molecular weight 380.44. 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 |
---|---|---|---|
0.2 mM | 13.14 mL | 65.71 mL | 131.43 mL |
1 mM | 2.63 mL | 13.14 mL | 26.29 mL |
2 mM | 1.31 mL | 6.57 mL | 13.14 mL |
10 mM | 0.26 mL | 1.31 mL | 2.63 mL |
References are publications that support the biological activity of the product.
Bowman and Zon (2010) Swimming into the future of drug discovery: in vivo chemical screens in zebrafish. ACS Chem.Biol. 5 159 PMID: 20166761
Hao et al (2010) In vivo structure-activity relationship study of dorsomorphin analogues identifies selective VEGF and BMP inhibitors. ACS Chem.Biol. 5 245 PMID: 20020776
Neely et al (2012) DMH1, a highly selective small molecule BMP inhibitor, promotes neurogenesis of hiPSCs: comparison of PAX6 and SOX1 expression during neural induction. ACS Chem.Neurosci. 3 482 PMID: 22860217
Mohedas et al (2013) Development of an ALK2-biased BMP type I receptor kinase inhibitor. ACS Chem.Biol. 8 1291 PMID: 23547776
Hao et al (2014) DMH1, a small molecule inhibitor of BMP type i receptors, suppresses growth and invasion of lung cancer. PLoS One 9 e90748 PMID: 24603907
Sheng et al (2015) DMH1 (4-[6-(4-isopropoxyphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline) inhibits chemotherapeutic drug-induced autophagy. Acta Pharmacol.Sinica 5 330 PMID: 26579463
Jung et al (2018) In vitro and in vivo imaging and tracking of intestinal organoids from human induced pluripotent stem cells. FASEB J. 32 111 PMID: 28855280
Guan et al (2022) Chemical reprogramming of human somatic cells to pluripotent stem cells. Nature 605 325 PMID: 35418683
If you know of a relevant reference for DMH-1, please let us know.
Keywords: DMH-1, DMH-1 supplier, selective, activin, receptors, alk2, acvr1, bmp, type, I, bone, morphogenic, morphogenetic, protein, iPSC, neurogenesis, antiproliferative, differentiation, organoid, induced, pluripotent, stem, cells, reprogramming, BMP, and, Other, Activin, Receptors, ESCs, Stem, Cell, Reprogramming, 4126, Tocris Bioscience
Citations are publications that use Tocris products. Selected citations for DMH-1 include:
Vermilyea et al (2017) Induced Pluripotent Stem Cell-Derived Dopaminergic Neurons from Adult Common Marmoset Fibroblasts. Stem Cells Dev 26 1225 PMID: 28635509
Liu et al (2013) Directed differentiation of forebrain GABA interneurons from human pluripotent stem cells. Nat Protoc 8 1670 PMID: 23928500
Peterson et al (2019) Activating a Reserve Neural Stem Cell Population In Vitro Enables Engraftment and Multipotency after Transplantation. Stem Cell Reports 12 680 PMID: 30930245
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
Mou et al (2016) Dual SMAD Signaling Inhibition Enables Long-Term Expansion of Diverse Epithelial Basal Cells Cell Stem Cell 19 217 PMID: 27320041
Lu et al (2016) Generation of serotonin neurons from human pluripotent stem cells. Nat Biotechnol 34 89 PMID: 26655496
Sato et al (2019) Core Transcription Factors Promote Induction of PAX3-Positive Skeletal Muscle Stem Cells. Stem Cell Reports 13 352 PMID: 31353225
Frith and Tsakiridis (2019) Efficient Generation of Trunk Neural Crest and Sympathetic Neurons from Human Pluripotent Stem Cells Via a Neuromesodermal Axial Progenitor Intermediate. Curr Protoc Stem Cell Biol 49 e81 PMID: 30688409
Tata et al (2018) Myoepithelial Cells of Submucosal Glands Can Function as Reserve Stem Cells to Regenerate Airways after Injury. Cell Stem Cell 22 668 PMID: 29656943
Levardon et al (2018) Expansion of Airway Basal Cells and Generation of Polarized Epithelium. Bio Protoc 8 PMID: 30009215
Wang et al (2018) The COPII cargo adapter SEC24C is essential for neuronal homeostasis. J Clin Invest 128 3319 PMID: 29939162
Li et al (2018) Fast Generation of Functional Subtype Astrocytes from Human Pluripotent Stem Cells. Stem Cell Reports 11 998 PMID: 30269954
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
Li et al (2013) Flow-based pipeline for systematic modulation and analysis of 3D tumor microenvironments. J Biol Chem 13 1969 PMID: 23563587
Martínez et al (2015) The BMP Pathway Participates in Human Naive CD4+ T Cell Activation and Homeostasis. Cell 10 e0131453 PMID: 26110906
McDonald et al (2015) Myocardin-related transcription factor A regulates conversion of progenitors to beige adipocytes. Arthritis Res Ther 160 105 PMID: 25579684
Varas et al (2015) Blockade of bone morphogenetic protein signaling potentiates the pro-inflammatory phenotype induced by interleukin-17 and tumor necrosis factor-α combination in rheumatoid synoviocytes. Lab Chip 17 192 PMID: 26215036
Du et al (2015) Generation and expansion of highly pure motor neuron progenitors from human pluripotent stem cells. Nat.Commun. 6 6626 PMID: 25806427
Duan et al (2021) An airway organoid-based screen identifies a role for the HIF1α-glycolysis axis in SARS-CoV-2 infection. Cell Rep. 37 109920 PMID: 34731648
Xiong et al (2021) Human Stem Cell-Derived Neurons Repair Circuits and Restore Neural Function Cell Stem Cell 28 112 PMID: 32966778
Lynch et al (2018) Submucosal Gland Myoepithelial Cells Are Reserve Stem Cells That Can Regenerate Mouse Tracheal Epithelium. Cell Stem Cell 22 653 PMID: 29656941
Do you know of a great paper that uses DMH-1 from Tocris? Please let us know.
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I used it grow primary human and mouse airway basal cells
I used it grow human airway basal cells
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Written by Kirsty E. Clarke, Victoria B. Christie, Andy Whiting and Stefan A. Przyborski, this review provides an overview of the use of small molecules in the control of stem cell growth and differentiation. Key signaling pathways are highlighted, and the regulation of ES cell self-renewal and somatic cell reprogramming is discussed. Compounds available from Tocris are listed.
Stem cells have potential as a source of cells and tissues for research and treatment of disease. This poster summarizes some key protocols demonstrating the use of small molecules across the stem cell workflow, from reprogramming, through self-renewal, storage and differentiation to verification. Advantages of using small molecules are also highlighted.