344092 | Formin FH2 Domain Inhibitor, SMIFH2 - CAS 340316-62-3 - Calbiochem

344092
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₁₅H₉BrN₂O₃S 340316-62-3

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      344092-10MG
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          Glass bottle 10 mg
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          Description
          OverviewA 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.
          Catalogue Number344092
          Brand Family Calbiochem®
          SynonymsSmall Molecule Inhibitor of Formin Homology 2 domain, 1-(3-Bromophenyl)-5-(2-furylmethylene)-2-thioxo-hexahydropyrimidine-4,6-dione, Actin Assembly Inhibitor XV
          References
          ReferencesRizvi, S.A., et al. 2009. Chem. Biol. 16, 1158.
          Product Information
          CAS number340316-62-3
          FormDark to deep green solid
          Hill FormulaC₁₅H₉BrN₂O₃S
          Chemical formulaC₁₅H₉BrN₂O₃S
          Structure formula ImageStructure formula Image
          Applications
          ApplicationFormin FH2 Domain Inhibitor, SMIFH2, CAS 340316-62-3, is a cell-permeable inhibitor of formin-mediated actin nucleation (IC50 ~15 µM) and formin-mediated elongation of actin filaments.
          Biological Information
          Purity≥98% by HPLC (sum of two geometrical isomers)
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Standard Handling
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsUse only fresh DMSO. Following reconstiution, aliquot an freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          344092

          References

          Reference overview
          Rizvi, S.A., et al. 2009. Chem. Biol. 16, 1158.
          Data Sheet

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision30-August-2016 JSW
          SynonymsSmall Molecule Inhibitor of Formin Homology 2 domain, 1-(3-Bromophenyl)-5-(2-furylmethylene)-2-thioxo-hexahydropyrimidine-4,6-dione, Actin Assembly Inhibitor XV
          DescriptionA 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.
          FormDark to deep green solid
          Intert gas (Yes/No) Packaged under inert gas
          CAS number340316-62-3
          Chemical formulaC₁₅H₉BrN₂O₃S
          Structure formulaStructure formula
          Purity≥98% by HPLC (sum of two geometrical isomers)
          SolubilityDMSO (50 mg/ml)
          Storage +2°C to +8°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsUse only fresh DMSO. Following reconstiution, aliquot an freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Toxicity Standard Handling
          ReferencesRizvi, S.A., et al. 2009. Chem. Biol. 16, 1158.