IWP-2
Description Features In vitro- Product Name
- IWP-2
- CAS No.
- 686770-61-6
- Chemical Name
- IWP-2
- Synonyms
- IWP 2;CS-803;IWP IWP;IWP-2;IWP 2;IWP-2-salt2;IWP 2, >=98%;IWP-2 USP/EP/BP;WNT INHIBITOR IWP-2;ABC 294640;ABC-294640;Wnt Antagonist II, IWP-2
- CBNumber
- CB12518935
- Molecular Formula
- C22H18N4O2S3
- Formula Weight
- 466.6
- MOL File
- 686770-61-6.mol
IWP-2 Property
- Melting point:
- 257 °C(dec.)
- Density
- 1.52±0.1 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- DMSO: >5mg/mL
- pka
- 9.01±0.70(Predicted)
- form
- powder
- color
- Beige
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
- InChIKey
- WRKPZSMRWPJJDH-UHFFFAOYSA-N
- CAS DataBase Reference
- 686770-61-6
Safety
- WGK Germany
- 2
- HS Code
- 2934.20.8000
N-Bromosuccinimide Price
- Product number
- I0536
- Product name
- IWP-2
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $158
- Updated
- 2024/03/01
- Product number
- I0536
- Product name
- IWP-2
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $616
- Updated
- 2024/03/01
- Product number
- 5.06072
- Product name
- InSolution Wnt Antagonist II, IWP-2 - CAS 686770-61-6 - Calbiochem
- Packaging
- 5mg
- Price
- $142
- Updated
- 2024/03/01
- Product number
- 13951
- Product name
- IWP-2
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $26
- Updated
- 2024/03/01
- Product number
- 13951
- Product name
- IWP-2
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $93
- Updated
- 2024/03/01
IWP-2 Chemical Properties,Usage,Production
Description
IWP-2 is an inhibitor of Wnt processing and secretion with IC50 of 27 nM in a cell-free assay, selective blockage of Porcn-mediated Wnt palmitoylation, does not affect Wnt/β-catenin in general and displays no effect against Wnt-stimulated cellular responses.
Features
Selective inhibitor of Porcn-mediated Wnt secretion.
In vitro
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.
Description
IWP-2 (686770-61-6) is an inhibitor of Wnt secretion and processing. It blocks Wnt-dependent signaling (IC50= 27 nM) by inhibition of the O-acyltransferase Porcn.1 Induces cardiomyocyte differentiation from human pluripotent stem cells.2 IWP-2 is an important tool to probe the involvement of the Wnt pathway in physiological processes.3,4?Cell permeable.
Uses
IWP-2 is an inactivator of Porcn function; inhibitor of Wnt production. IWP-2 is useful in the treatment diseases and conditions such as cancer, degenerative diseases, type II diabetes and osteopetrosis.
Uses
IWP-2 has been used to treat the cell lines L-Wnt-3a and L-Wnt-5a, to demonstrate the inhibitory effect of IWP-2. It has also been used as a Wnt signaling inhibitor to treat WT and?Gja1Jrt/+ stromal cells to confirm that, theWnt/β-catenin signaling pathway pathway was not involved in the increased marker expression by?Gja1Jrt/+ osteoblasts.
Definition
ChEBI: N-(6-methyl-1,3-benzothiazol-2-yl)-2-[(4-oxo-3-phenyl-6,7-dihydrothieno[3,2-d]pyrimidin-2-yl)thio]acetamide is an organonitrogen heterocyclic compound, an organic heterobicyclic compound and an organosulfur heterocyclic compound.
General Description
A cell-permeable benzothiazolyl-acetamide compound that inhibits the cellular Wnt processing and secretion via selective blockage of MBOAT (membrane-bound O-acyltranferase) family member Porcn- (Porcupine) mediated Wnt palmitoylation. IWP-2 does not affect Wnt/β-catenin signaling pathway in general and, unlike IWR-1-endo (Cat. No. 681669), displays no effect against Wnt-stimulated cellular responses. Also available as a 10 mM solution in DMSO (Cat. No. 506072).
Biochem/physiol Actions
IWP-2 is an inactivator of Porcn function; inhibitor of Wnt production. Wnt/b-catenin (‘canonical′) pathway maintains transcriptional programs that enable stem cells to remain multipotent. Hyperactivation of the Wnt/b-catenin pathway leads to disease stage. IWP-2 inhibits Wnt production. It appears that IWP inactivates Porcn function either by directly inhibiting the Porcn active site or by modulating the function of a Porcn regulator. Porcn is a member of the membrane-bound O-acyltransferase (MBOAT) family, which adds a palmitoyl group to Wnt proteins that is essential to their signaling ability and is required for Wnt secretion. IWP-2 is useful in both regenerative medicine and anticancer efforts.
in vitro
expression of porcn but not evi alleviated the effects of iwp-2 on pathway activity and wnt secretion, which suggests that in general iwp-2 may act on porcn [1].
in vivo
in 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 [1].
IC 50
27 nm for wnt pathway activity
storage
+4°C
References
1) Chen et al. (2009), Small molecule-mediated disruption of Wnt-dependent signaling in tissue regeneration and cancer; Nature Chem. Biol., 5 100 2) Lian et al. (2012), Robust Cardiomyocyte differentiation from human pluripotent stem cells via temporal modulation of canonical Wnt signaling; Proc. Natl. Acad. Sci. USA, 109 1848 3) ten Berge et al. (2011), Embryonic stem cells require Wnt proteins to prevent differentiation to epiblast stem cells; Nature Cell. Biol., 13 1070 4) Uyama et al. (2013), Wasf2: a novel target of intermittent parathyroid hormone administration; Int. J. Mol. Med., 31 1243
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