IWP 2

Name: IWP 2
Brand: Tocris Bioscience
SKU: 3533
Rating: 5 (2 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 3533

(2)

Citations (520)

COA / SDS

PORCN inhibitor; inhibits Wnt processing and secretion

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Key Product Details

Description:	PORCN inhibitor; inhibits Wnt processing and secretion
Chemical Name:	N-(6-Methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]-acetamide
Purity:	≥98% (HPLC)
Molecular Weight:	466.6

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Technical Data
Citations / Reviews (2)

Biological Activity for IWP 2

IWP 2 is a potent inhibitor of Wnt processing and secretion (IC₅₀ = 27nM). IWP 2 inactivates PORCN, a membrane-bound O-acyltransferase (MBOAT), and selectively inhibits palmitoylation of Wnt. Blocks Wnt-dependent phosphorylation of Lrp6 receptor and Dvl2, and β-catenin accumulation. IWP 2 suppresses self-renewal in R1 embryonic stem cells and promotes cardiomyocyte differentiation from hPSCs. The compound has also been used in protocols to reprogram human somatic cells to chemically-induced PSCs.

Scientific Data Examples for IWP 2

	iPSC-derived Human Heart-forming Organoids Human iPSCs were embedded in Cultrex™ UltiMatrix RGF Basement Membrane Extract (R&D Systems, Catalog # BME001-05) and differentiated with CHIR 99021 (Tocris Bioscience, Catalog # TB4423-GMP) and IWP 2 (Tocris Bioscience, Catalog # 3533) into heart-forming organoids based on a protocol from Drakhlis, L. et al. (2021) Nat. Biotechnol. 39:737. Successful differentiation was demonstrated by staining the cells with A) a Rabbit Anti-Human Cardiac Troponin T Antigen Affinity-purified Polyclonal Antibody (green; Novus Biologicals, Catalog # NBP3-13391) to detect cardiomyocytes and a Goat Anti-Human CD31/PECAM-1 Antigen Affinity-purified Polyclonal Antibody (red; R&D Systems, Catalog # AF3628) to detect endothelial cells. The cells were counterstained with DAPI (blue; Tocris Bioscience, Catalog # 5748). As formation of early embryonic heart anlagen is associated with nascent foregut endoderm development, cells were also stained with B) a Goat Anti-Human SOX2 Antigen Affinity-purified Polyclonal Antibody (red; R&D Systems, Catalog # AF2018) and a Mouse Anti-Human HNF-4 alpha/NR2A1 Monoclonal Antibody (green; R&D Systems, Catalog # PP-K9218-00) to detect anterior and posterior foregut endoderm cells, respectively. The cells were counterstained with DAPI (blue; Tocris Bioscience, Catalog # 5748).

Technical Data for IWP 2

M. Wt	466.6
Formula	C₂₂H₁₈N₄O₂S₃
Storage	Store at +4°C
Purity	≥98% (HPLC)
CAS Number	686770-61-6
PubChem ID	2155128
InChi Key	WRKPZSMRWPJJDH-UHFFFAOYSA-N
Smiles	O=C1C3=C(CCS3)N=C(SCC(NC4=NC(C=CC(C)=C5)=C5S4)=O)N1C2=CC=CC=C2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for IWP 2

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	2.33	5 with gentle warming

Preparing Stock Solutions for IWP 2

The following data is based on the product molecular weight 466.6.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.05 mM	42.86 mL	214.32 mL	428.63 mL
0.25 mM	8.57 mL	42.86 mL	85.73 mL
0.5 mM	4.29 mL	21.43 mL	42.86 mL
2.5 mM	0.86 mL	4.29 mL	8.57 mL

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References for IWP 2

References are publications that support the biological activity of the product.

Guan Chemical reprogramming of human somatic cells to pluripotent stem cells. Nature 2022 PMID: 35418683
Hoang Generation of spatial-patterned early-developing cardiac organoids using human pluripotent stem cells. Nat.Protoc. 2018 PMID: 29543795
Noor 3D printing of personalized thick and perfusable cardiac patches and hearts. Adv Sci (Weinh) 2019 PMID: 31179230
Lian Robust cardiomyocyte differentiation from human pluripotent stem cells via temporal modulation of canonical Wnt signaling. Proc.Natl.Acad.Sci.U S A 2012 PMID: 22645348
ten Berge Embryonic stem cells require Wnt proteins to prevent differentiation to epiblast stem cells. Nat.Cell.Biol. 2011 PMID: 21841791
Chen Small molecule-mediated disruption of wnt-dependent signaling in tissue regeneration and cancer. Nature Chem.Biol. 2009 PMID: 19125156