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说明： PORCN inhibitor; inhibits Wnt processing and secretion
化学名： N-(6-Methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]-acetamide
纯度： ≥98% (HPLC)
生物活性 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
Cell Culture
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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).
技术数据 for IWP 2
| 分子量 | 466.6 |
| 公式 | C22H18N4O2S3 |
| 储存 | Store at +4°C |
| 纯度 | ≥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 |
上方提供的技术数据仅供参考。批次相关数据请参见分析证书。
Tocris products are intended for laboratory research use only, unless stated otherwise.
溶解性数据 for IWP 2
| 溶剂 | 最高浓度 mg/mL | 最高浓度 mM | |
|---|---|---|---|
| 溶解性 | |||
| DMSO | 2.33 | 5 温和加热 |
制备储备液 for IWP 2
以下数据基于产品分子量 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.
| 浓度/溶剂体积/质量 | 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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产品说明书 for IWP 2
参考文献 for IWP 2
参考文献是支持产品生物活性的出版物。
Chen et al (2009) Small molecule-mediated disruption of wnt-dependent signaling in tissue regeneration and cancer. Nature Chem.Biol. 5 100 PMID: 19125156
ten Berge et al (2011) Embryonic stem cells require Wnt proteins to prevent differentiation to epiblast stem cells. Nat.Cell.Biol. 13 1070 PMID: 21841791
Lian et al (2012) Robust cardiomyocyte differentiation from human pluripotent stem cells via temporal modulation of canonical Wnt signaling. Proc.Natl.Acad.Sci.U S A 109 E1848 PMID: 22645348
Noor et al (2019) 3D printing of personalized thick and perfusable cardiac patches and hearts. Adv Sci (Weinh) 6 1900344 PMID: 31179230
Hoang et al (2018) Generation of spatial-patterned early-developing cardiac organoids using human pluripotent stem cells. Nat.Protoc. 13 723 PMID: 29543795
Guan et al (2022) Chemical reprogramming of human somatic cells to pluripotent stem cells. Nature 605 325 PMID: 35418683
If you know of a relevant reference for IWP 2, please let us know.
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关键词: IWP 2, IWP 2 supplier, MBOAT, membrane-bound, o-acyltransferases, Porcupine, porcn, wnt, secretion, production, signaling, signalling, inhibitors, inhibits, inactivators, inactivates, IWP2, beta-catenin, β-catenin, b-catenin, stem, cells, proliferation, reprogramming, ciPSC, pluirpotent, Stem, Cell, Signaling, Proliferation, PORCN, Organoids, Cardiomyocyte, Cells, Reprogramming, 3533, Tocris Bioscience
102 篇 IWP 2 的引用文献
引用文献是使用了 Tocris 产品的出版物。 IWP 2 的部分引用包括：
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Heylman et al (2015) Supervised Machine Learning for Classification of the Electrophysiological Effects of Chronotropic Drugs on Human Induced Pluripotent Stem Cell-Derived Cardiomyocytes. PLoS One 10 e0144572 PMID: 26695765
Huebsch et al (2015) Automated Video-Based Analysis of Contractility and Calcium Flux in Human-Induced Pluripotent Stem Cell-Derived Cardiomyocytes Cultured over Different Spatial Scales. Tissue Eng Part C Methods 21 467 PMID: 25333967
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Wang et al (2019) Point mutations in the PDX1 transactivation domain impair human β-cell development and function. Mol Metab 24 80 PMID: 30930126
George A et al (2018) Efficient transdifferentiation of human dermal fibroblasts into skeletal muscle. J Tissue Eng Regen Med 12 e918-e936 PMID: 28101909
Ying et al (2018) 3D Modeling of Esophageal Development using Human PSC-Derived Basal Progenitors Reveals a Critical Role for Notch Signaling. Cell Stem Cell 23 516-529.e5 PMID: 30244870
Liam R et al (2017) Use of Human Pluripotent Stem Cell Derived-Cardiomyocytes to Study Drug-Induced Cardiotoxicity. Curr Protoc Toxicol 73 22.5.1-22.5.22 PMID: 28777443
Wen et al (2017) Heparin Promotes Cardiac Differentiation of Human Pluripotent Stem Cells in Chemically Defined Albumin-Free Medium, Enabling Consistent Manufacture of Cardiomyocytes. Stem Cells Transl Med 6 527-538 PMID: 28191759
Heinrich et al (2017) WNT ligands contribute to the immune response during septic shock and amplify endotoxemia-driven inflammation in mice. Blood Adv 1 1274-1286 PMID: 29296769
Hojo et al (2013) Hedgehog-Gli activators direct osteo-chondrogenic function of bone morphogenetic protein toward osteogenesis in the perichondrium. J Biol Chem 288 9924 PMID: 23423383
Elisabeth et al (2022) Autophagy modulates cell fate decisions during lineage commitment. Autophagy 18 1915-1931 PMID: 34923909
David J et al (2022) Retrograde movements determine effective stem cell numbers in the intestine. Nature 607 548-554 PMID: 35831497
Teisha J et al (2022) Differentiating Human Pluripotent Stem Cells to Cardiomyocytes Using Purified Extracellular Matrix Proteins. Bioengineering (Basel) 9 PMID: 36550926
Ran et al (2022) Efficient differentiation of human primordial germ cells through geometric control reveals a key role for Nodal signaling. Elife 11 PMID: 35394424
Brenda M et al (2022) A Bionic Testbed for Cardiac Ablation Tools. Int J Mol Sci 23 PMID: 36430922
Reza et al (2022) In Vitro Generation of Heart Field Specific Cardiomyocytes. Methods Mol Biol 2429 257-267 PMID: 35507167
Peng et al (2022) Isolation and characterization of human embryonic stem cell-derived heart field-specific cardiomyocytes unravels new insights into their transcriptional and electrophysiological profiles. Cardiovasc Res 118 828-843 PMID: 33744937
Kentaro et al (2022) An iPS-derived in vitro model of human atrial conduction. Physiol Rep 10 e15407 PMID: 36117385
Martin A et al (2022) iPSCs derived from esophageal atresia patients reveal SOX2 dysregulation at the anterior foregut stage. Dis Model Mech 15 PMID: 36317486
Feng et al (2022) The Biphasic Effect of Retinoic Acid Signaling Pathway on the Biased Differentiation of Atrial-like and Sinoatrial Node-like Cells from hiPSC. Int J Stem Cells 15 247-257 PMID: 35220280
Leo et al (2022) The Human Induced Pluripotent Stem Cell Test as an Alternative Method for Embryotoxicity Testing. Int J Mol Sci 23 PMID: 35328717
Jae Boum et al (2022) Tomatidine-stimulated maturation of human embryonic stem cell-derived cardiomyocytes for modeling mitochondrial dysfunction. Exp Mol Med 54 493-502 PMID: 35379934
Xiaolu et al (2022) A dual SHOX2:GFP; MYH6:mCherry knockin hESC reporter line for derivation of human SAN-like cells. iScience 25 104153 PMID: 35434558
Benjamin et al (2022) Autologous humanized mouse models of iPSC-derived tumors enable characterization and modulation of cancer-immune cell interactions. Cell Rep Methods 2 100153 PMID: 35474871
Olaf et al (2022) FUCCI-Based Live Imaging Platform Reveals Cell Cycle Dynamics and Identifies Pro-proliferative Compounds in Human iPSC-Derived Cardiomyocytes. Front Cardiovasc Med 9 840147 PMID: 35548410
Alberto et al (2022) Effects of Hypocalcemic Vitamin D Analogs in the Expression of DNA Damage Induced in Minilungs from hESCs: Implications for Lung Fibrosis. Int J Mol Sci 23 PMID: 35563311
Gregory et al (2022) Bizonal cardiac engineered tissues with differential maturation features in a mid-throughput multimodal bioreactor. iScience 25 104297 PMID: 35586070
Stefan et al (2021) Distinct properties of Ca2+ efflux from brain, heart and liver mitochondria: The effects of Na+, Li+ and the mitochondrial Na+/Ca2+ exchange inhibitor CGP37157. Cell Calcium 96 102382 PMID: 33684833
Kenneth R et al (2021) Isolation of human ESC-derived cardiac derivatives and embryonic heart cells for population and single-cell RNA-seq analysis. STAR Protoc 2 100339 PMID: 33644774
Ling et al (2021) Commitment and oncogene-induced plasticity of human stem cell-derived pancreatic acinar and ductal organoids. Cell Stem Cell 28 1090-1104.e6 PMID: 33915081
Varda et al (2021) Principles of signaling pathway modulation for enhancing human naive pluripotency induction. Cell Stem Cell 28 1549-1565.e12 PMID: 33915080
Cecilia et al (2021) Mapping the temporal and spatial dynamics of the human endometrium in vivo and in vitro. Nat Genet 53 1698-1711 PMID: 34857954
Ying et al (2021) QKI is a critical pre-mRNA alternative splicing regulator of cardiac myofibrillogenesis and contractile function. Nat Commun 12 89 PMID: 33397958
Duanqing et al (2021) Identification of New Transcription Factors that Can Promote Pluripotent Reprogramming. Stem Cell Rev Rep 17 2223-2234 PMID: 34448118
Bin et al (2021) Myogenin suppresses apoptosis induced by angiotensin II in human induced pluripotent stem cell-derived cardiomyocytes. Biochem Biophys Res Commun 552 84-90 PMID: 33743352
Sara et al (2021) Gender-specific characteristics of hypertrophic response in cardiomyocytes derived from human embryonic stem cells. J Cardiovasc Thorac Res 13 146-155 PMID: 34326969
Shukry J et al (2021) Assessing the Wnt-reactivity of cytonemes of mouse embryonic stem cells using a bioengineering approach. STAR Protoc 2 100813 PMID: 34568840
Feng et al (2021) p53 Promotes Differentiation of Cardiomyocytes from hiPSC through Wnt Signaling-Mediated Mesendodermal Differentiation. Int J Stem Cells 14 410-422 PMID: 34158418
Yingqiong et al (2021) A simple protocol to produce mature human-induced pluripotent stem cell-derived cardiomyocytes. STAR Protoc 2 100912 PMID: 34755117
Arun et al (2021) Responsiveness to perturbations is a hallmark of transcription factors that maintain cell identity in vitro. Cell Syst 12 885-899.e8 PMID: 34352221
Matteo et al (2021) The in vitro multilineage differentiation and maturation of lung and airway cells from human pluripotent stem cell-derived lung progenitors in 3D. Nat Protoc 16 1802-1829 PMID: 33649566
Jianping et al (2021) A microfluidics-based stem cell model of early post-implantation human development. Nat Protoc 16 309-326 PMID: 33311712
Kennedy et al (2016) Sp5 and Sp8 recruit β-catenin and Tcf1-Lef1 to select enhancers to activate Wnt target gene transcription. Proc Natl Acad Sci U S A 113 3545 PMID: 26969725
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IWP2 for small molecule pathway.
By
Anonymous on 07/23/2021
分析类型： In Vitro
种属： Human
IWP2 was used for cardiomyocyte differentiation of pluripotent stem cells. IWP2 was used at a concentration of 5 uM on day 3 of the differentiation schedule. The image shows differentiated cardiomyocytes.
IWP2 for cardiac differentiation..
By
Anonymous on 02/01/2018
分析类型： In Vitro
种属： Human
细胞系/组织： human foreskin fibroblasts-derived-IPS
I use it as a blocking molecule of the WNT pathway for cardiac differentiation in foreskin fibroblast-derive IPS cells. I obtained succesfully cardiomyocytes in a 5uM concentration.
