| Identification | Back Directory | [Name]
SMIFH2 | [CAS]
340316-62-3 | [Synonyms]
SMIFH2
SMIFH2 >=98% (HPLC)
Formin FH2 Domain Inhibitor, SMIFH2
5-Furylidene,1-(3-Bromophenyl)-2-Thiobarbituric Acid
Formin FH2 Domain Inhibitor, SMIFH2 - CAS 340316-62-3 - Calbiochem
1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione
1-(3-Bromophenyl)-5-(furan-2-ylmethylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
(5E)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione | [Molecular Formula]
C15H9BrN2O3S | [MOL File]
340316-62-3.mol | [Molecular Weight]
377.21 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble20mg/mL, clear | [form ]
powder | [color ]
light yellow to yellow-green | [Stability:]
Light Sensitive |
| Hazard Information | Back Directory | [Uses]
SMIFH2 was used to decipher the role of mDia2 in controlling microtubule dynamics and myofibroblast differentiation.1 | [General Description]
A cell-permeable thiooxodihydropyrimidinedione compound that inhibits both formin-mediated, profilin-independent actin nucleation (IC50 ~15 μM using mDia1 or mDia2) and formin-mediated elongation of actin filaments in the presence of profilin (IC50 ~4 μM using Cdc12 or mDia2), but not the Arp2/3-mediated or formin-independent actin assembly. SMIFH2 targets the FH2 (formin homology 2) domain of formins from a large variety of species, including murine mDia1/2, C. elegans CYK-1, S. pombe Cdc12, S. pombe Fus1, and S. cerevisiae Bni1, and decreases formin affinity for the actin filament barbed end. SMIFH2, at 25 μM, is shown to selectively disrupt formin-dependent actin cables and contractile rings, but not Arp2/3-dependent, CK-666- (Cat. No. 182515) sensitive actin patches, in fission yeast. SMIFH2 is also demonstrated to affect F-actin cytoskeleton structures and cell migration (by a 2-fold decrease at 10 μM) in NIH 3T3 fibroblast cultures. | [Biochem/physiol Actions]
SMIFH2 is an inhibitor of formin homology 2 domains. The compound is a first small molecule inhibitor of formin-mediated actin assembly that disrupts formin dependent processes from yeast to mammals. SMIFH2 may be a useful drug for identifying cellular processes dependent on formin-mediated actin assembly in a broad range of experimental systems. Formin is an actin nucleation factor. | [storage]
Store at +4°C |
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