General description
A cell-permeable phenylsulfonyl-piperazinyl compound that enhances BMP-2 associated signaling by selectively inhibiting Smurf1-mediated Smad1/5 ubiquitination and thereby prolonging the half life of Smad1 and 5. Directly and specifically blocks WW domains mediated Smurf1-Smad1/5 complex formation (Kd = 3.664 nM), but has no effect on Smurf2-Smad2 and Smurf2-Smad3 interaction. Increases Smad1/5 levels in cells pre-transfected wild type Smurf1, but not the C699A mutant Smurf1 lacking ubiquitin ligase activity. Does not affect the mRNA levels of Smad1 and Smad5. Also, has no effect on the level of Smad2/3, Smad4, ING2 and RhoA. Shown to potentiate BMP-2 induced osteoblastic differentiation of C2C12 cells (~ 2 µM in 48 h).
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Smurf1
Reversible: yes
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Cao, Y., et al. 2014. Sci. Rep.4, 4965.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| assay | ≥97% (HPLC) |
| Quality Level | 100 |
| form | powder |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,protect from light |
| color | yellow |
| solubility | DMSO: 50 mg/mL |
| storage temp. | 2-8°C |
| SMILES string | C1COCCN1C2=NC(=NC(=N2)NC3=CC=C(C=C3)[N+](=O)[O-])N4CCOCC4 |
| InChI | 1S/C17H21N7O4/c25-24(26)14-3-1-13(2-4-14)18-15-19-16(22-5-9-27-10-6-22)21-17(20-15)23-7-11-28-12-8-23/h1-4H,5-12H2,(H,18,19,20,21) |
| InChI key | MSSXBKQZZINCRI-UHFFFAOYSA-N |
