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    InvivoChem Cat #: V1355
    CAS #: 686770-61-6Purity ≥98%

    Description: IWP-2 (IWP 2, IWP2) is a novel and potent inhibitor of Wnt processing and secretion (specifically, Porcn-mediated Wnt palmitoylation) with potential antineoplastic activity. It inhibits Wnt with an IC50 of 27 nM in a cell-free assay.  IWP-2 showed selective blockage of Porcn-mediated Wnt palmitoylation, and does not affect Wnt/β-catenin in general; also it displays no effect against Wnt-stimulated cellular responses. IWP-2 can decrease MKN28 cell proliferation, migration and invasion, and elevate caspase 3/7 activity. IWP-2 can also downregulate the transcriptional activity of the Wnt/β-catenin signaling pathway and downregulate the expression levels of downstream Wnt/β-catenin target genes in MKN28 cells. IWP-2 may be a potential therapeutic option for gastric cancer. 

    References: Nat Chem Biol. 2009 Feb;5(2):100-7.

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    Molecular Weight (MW)466.6
    CAS No.686770-61-6
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 4 mg/mL (8.6 mM)
    Water: <1 mg/mL
    Ethanol: N/A
    Other infoChemical Name: N -(6-Methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2- d ]pyrimidin-2-yl)thio]-acetamide
    InChi Code: InChI=1S/C22H18N4O2S3/c1-13-7-8-15-17(11-13)31-21(23-15)25-18(27)12-30-22-24-16-9-10-29-19(16)20(28)26(22)14-5-3-2-4-6-14/h2-8,11H,9-10,12H2,1H3,(H,23,25,27)
    SMILES Code: O=C(NC1=NC2=CC=C(C)C=C2S1)CSC3=NC(CCS4)=C4C(N3C5=CC=CC=C5)=O
    SynonymsIWP 2, IWP-2, IWP2

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    In Vitro

    In vitro activity: IWP-2 is useful in both regenerative medicine and anticancer efforts. IWP-2 inactivates Porcn, a membrane-bound O-acyltransferase (MBOAT), and selectively inhibits palmitoylation of Wnt. IWP-2 blocks Wnt-dependent phosphorylation of Lrp6 receptor and Dvl2, and β-catenin accumulation.

    Kinase Assay: IWP-2, an inhibitor of WNT processing and secretion. IWP-2 significantly enhances the anti-proliferative effect of LEF. It is also obvious that the combination of LEF and IWP-2 could minimize the expression of β-catenin, c-Myc, Cyclin D1, Bcl2 and Bax to the largest extent compared with single agents.

    Cell Assay: The human RCC cell lines 786O and Caki-2 (5×103) are seeded into 96-well plates. Cell viability is estimated by MST assay after Caki-2 acells are incubated with ncreasing concentrations of LEF together with 20 μM IWP-2 for 48 h.After treatment, 10 μL MTS is added into each well for 2 h incubation. The absorbance is measured using a model ELX800 Micro Plate Reader at 490 nm. For colony formation assay, Caki-2 cells are trypsinized to single cell suspensions and seeded into fresh 6-well plates at 1000 cells/well. Then cells are incubated with LEF at depicted concentrations for 7 days. Colonies are fixed with absolute methanol for 15 min and then stained with 0.1% crystal violet for 20 min. After washing with PBS three times, the colonies with a diameter over 2 mm are visualized by a digital camera.

    In VivoIn order to test the in vivo activity of IWP-2, the authors turned to a simple and rapid assay of Wnt/b-catenin pathway activity: regeneration of the zebrafish caudal fin following resection. The addition of IWP-2 to the aquarium water of zebrafish failed to suppress fin regeneration after mechanical resection, which suggests either that IWP-2 have poor bioavailability or that the determinants in the gene product that they target are not conserved in zebrafish. 
    Animal modelMice and rats
    Formulation & DosageMice: About 3-mo-old C57BL/6 mice are housed four to five in a cage at 23°C in a 12-h light/dark cycle. Mice are injected intraperitoneally (i.p.) first with either 200 μL of liposome-IWP2 (LI) or liposome (L) and then after 2 h with 1×108 or 2×108 CFU E. coli in 200 μL of sterile PBS. After 2 h or 24 h mice are killed, and the peritoneal cavity is washed with 5 mL of sterile ice-cold PBS. The peritoneal lavage fluid is centrifuged at 300× g for 5 min, the cell pellet is resuspended in RPMI 1640 complete medium, and the supernatant is used for cytokine assay. For ex vivo experiments, peritoneal phagocytes are isolated as above from normal mice, and equal numbers of cells are plated in medium overnight at 37°C in 5% CO2 before performing further experiments. 
    ReferencesNat Chem Biol. 2009 Feb;5(2):100-7; Proc Natl Acad Sci U S A. 2012 Oct 9;109(41):16600-5.

    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Biochemical evidence for Wnt/β-catenin pathway inhibition by IWR and IWP compounds. Nat Chem Biol. 2009 Feb;5(2):100-7.
    IWP compounds target the O-acyltransferase Porcn. Nat Chem Biol. 2009 Feb; 5(2): 100–107.


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