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Submit ReviewSMIFH2
Description: FH2 domain inhibitor; prevents actin nucleation
Chemical Name: 1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione
Purity: ≥99% (HPLC)
Biological Activity for SMIFH2
SMIFH2 is an inhibitor of formin homology 2 (FH2) domains. Prevents formin-mediated actin nucleation and barbed end elongation. Disrupts formin-dependent actin cytoskeletal structures in fission yeast and mammalian NIH 3T3 fibroblasts.
Technical Data for SMIFH2
| M. Wt | 377.21 |
| Formula | C15H9BrN2O3S |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 340316-62-3 |
| PubChem ID | 2258538 |
| InChI Key | MVFJHEQDISFYIS-XYOKQWHBSA-N |
| Smiles | O=C(/C(C(N2)=O)=C/C1=CC=CO1)N(C3=CC=CC(Br)=C3)C2=S |
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 SMIFH2
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 37.72 | 100 |
Preparing Stock Solutions for SMIFH2
The following data is based on the product molecular weight 377.21. 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 | 2.65 mL | 13.26 mL | 26.51 mL |
| 5 mM | 0.53 mL | 2.65 mL | 5.3 mL |
| 10 mM | 0.27 mL | 1.33 mL | 2.65 mL |
| 50 mM | 0.05 mL | 0.27 mL | 0.53 mL |
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Product Datasheets for SMIFH2
References for SMIFH2
References are publications that support the biological activity of the product.
Rizvi et al (2009) Identification and characterization of a small molecule inhibitor of formin-mediated actin assembly. Chem.Biol. 16 1158 PMID: 19942139
Poincloux et al (2011) Contractility of the cell rear drives invasion of breast tumor cells in 3D Matrigel. Proc.Natl.Acad.Sci.USA 108 1943 PMID: 21245302
If you know of a relevant reference for SMIFH2, please let us know.
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Keywords: SMIFH2, SMIFH2 supplier, SMIFH2, formins, homology, fh2, domains, inhibitors, inhibits, actin, nucleation, Actin, 4401, Tocris Bioscience
12 Citations for SMIFH2
Citations are publications that use Tocris products. Selected citations for SMIFH2 include:
Alieva et al (2019) Myosin IIA and formin dependent mechanosensitivity of filopodia adhesion. Nat Commun 10 3593 PMID: 31399564
Daniel L et al (2022) Nuclear F-actin and Lamin A antagonistically modulate nuclear shape. J Cell Sci 135 PMID: 35665815
Logue et al (2018) c-Src activity is differentially required by cancer cell motility modes. Oncogene 37 2104 PMID: 29379163
Ford et al (2018) Chlamydia exploits filopodial capture and a macropinocytosis-like pathway for host cell entry. PLoS Pathog 14 e1007051 PMID: 29727463
Ray et al (2018) Intrinsic cellular chirality regulates left-right symmetry breaking during cardiac looping. Proc Natl Acad Sci U S A 115 E11568 PMID: 30459275
Tornavaca et al (2015) ZO-1 controls endothelial adherens junctions, cell-cell tension, angiogenesis, and barrier formation. J Neurosci 208 821 PMID: 25753039
Xinhui et al (2020) Protein diaphanous homolog 1 (Diaph1) promotes myofibroblastic activation of hepatic stellate cells by regulating Rab5a activity and TGFβ receptor endocytosis. FASEB J 34 7345-7359 PMID: 32304339
LeCorgne et al (2018) Differential Toxicity of mDia Formin-Directed Functional Agonists and Antagonists in Developing Zebrafish. Front Pharmacol 9 340 PMID: 29692731
Sepúlveda-Ramírez et al (2018) Cdc42 controls primary mesenchyme cell morphogenesis in the sea urchin embryo. Dev Biol 437 140 PMID: 29555242
Ganguly et al (2015) A dynamic formin-dependent deep F-actin network in axons. J Cell Biol 210 401 PMID: 26216902
Matthieu et al (2019) Macropinocytosis Overcomes Directional Bias in Dendritic Cells Due to Hydraulic Resistance and Facilitates Space Exploration. Dev Cell 49 171-188.e5 PMID: 30982662
Basu et al (2016) Arp2/3 and VASP Are Essential for Fear Memory Formation in Lateral Amygdala. Eneuro 3 PMID: 27957528
Do you know of a great paper that uses SMIFH2 from Tocris? Please let us know.
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