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Submit ReviewVerteporfin
Description: YAP inhibitor
Alternative Names: Visudyne
Chemical Name: (4R,4aS)-18-Ethenyl-4,4a-dihydro-3,4-bis(methoxycarbonyl)-4a,8,14,19-tetramethyl-24H,26H-benzo[b]porphine-9,13-dipropanoic acid monomethyl ester
Purity: ≥95% (HPLC)
Biological Activity for Verteporfin
Verteporfin is a YAP inhibitor; disrupts YAP-TEAD interactions. Enhances trypsin cleavage of YAP (EC50 = 100 nM). Inhibits growth and proliferation of retinoblastoma cells. Also suppresses cancer stem cell properties in vitro. Suppresses YAP-induced liver overgrowth in mice.
Technical Data for Verteporfin
| M. Wt | 718.79 |
| Formula | C41H42N4O8 |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 129497-78-5 |
| PubChem ID | 5362420 |
| InChI Key | YHNBVDZVUQFVLS-SKJZPIBWSA-N |
| Smiles | CC(C(/C=C1N/C([C@@]2(C)C\1=CC=C(C(OC)=O)[C@H]2C(OC)=O)=C\C3=N/C(C(CCC(O)=O)=C3C)=C\4)=N/5)=C(C=C)C5=C\C6=C(C)C(CCC(OC)=O)=C4N6.CC(C(/C=C7N/C([C@@]8(C)C\7=CC=C(C(OC)=O)[C@H]8C(OC)=O)=C\C9=N/C(C(CCC(OC)=O)=C9C)=C\%10)=N/%11)=C(C=C)C%11=C\C%12=C(C)C(CCC(O)=O)=C%10N%12 |
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 Data for Verteporfin
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 14.38 | 20 |
Preparing Stock Solutions for Verteporfin
The following data is based on the product molecular weight 718.79. 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.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.2 mM | 6.96 mL | 34.78 mL | 69.56 mL |
| 1 mM | 1.39 mL | 6.96 mL | 13.91 mL |
| 2 mM | 0.7 mL | 3.48 mL | 6.96 mL |
| 10 mM | 0.14 mL | 0.7 mL | 1.39 mL |
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Product Datasheets for Verteporfin
References for Verteporfin
References are publications that support the biological activity of the product.
Liu-Chittenden et al (2012) Genetic and pharmacological disruption of the TEAD-YAP complex suppresses the oncogenic activity of YAP. Genes Dev. 26 1300 PMID: 22677547
Brodowska et al (2014) The clinically used photosensitizer vertep. (VP) inhibits YAP-TEAD and human retinoblastoma cell growth in vitro without light activation. Exp.Eye Res. 124 67 PMID: 24837142
Song et al (2014) Hippo coactivator YAP1 upregulates SOX9 and endows esophageal cancer cells with stem-like properties. Cancer Res. 74 4170 PMID: 24906622
If you know of a relevant reference for Verteporfin, please let us know.
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Keywords: Verteporfin, Verteporfin supplier, YAP, yes, associated, protein, hippo, inhibits, inhibitors, TEAD, Visudyne, Cancer, Stem, Cells, Hippo/Yap, signaling, 5305, Tocris Bioscience
14 Citations for Verteporfin
Citations are publications that use Tocris products. Selected citations for Verteporfin include:
Fisher et al (2017) Inhibition of YAP function overcomes BRAF inhibitor resistance in melanoma cancer stem cells. Oncotarget 8 110257 PMID: 29299145
Seong et al (2017) A Metastatic Mouse Model Identifies Genes That Regulate Neuroblastoma Metastasis. Cancer Res 77 696 PMID: 27899382
Kato et al (2018) Pulmonary pericytes regulate lung morphogenesis. Nat Commun 9 2448 PMID: 29934496
An et al (2018) Cdh1 and Pik3ca Mutations Cooperate to Induce Immune-Related Invasive Lobular Carcinoma of the Breast. Cell Rep 25 702 PMID: 30332649
Hong Wei et al (2021) Pulmonary fibrosis distal airway epithelia are dynamically and structurally dysfunctional. Nat Commun 12 4566 PMID: 34315881
Adam D et al (2021) Sox9EGFP Defines Biliary Epithelial Heterogeneity Downstream of Yap Activity. Cell Mol Gastroenterol Hepatol 11 1437-1462 PMID: 33497866
Jacob A et al (2021) Cell Shape and Matrix Stiffness Impact Schwann Cell Plasticity via YAP/TAZ and Rho GTPases. Int J Mol Sci 22 PMID: 34062912
Ute et al (2022) Targeting the Hippo/YAP/TAZ signalling pathway: Novel opportunities for therapeutic interventions into skin cancers. Exp Dermatol 31 1477-1499 PMID: 35913427
Li et al (2019) Generation of blastocyst-like structures from mouse embryonic and adult cell cultures. Cell 179 687 PMID: 31626770
Jun et al (2019) Targeting an Autocrine Regulatory Loop in Cancer Stem-like Cells Impairs the Progression and Chemotherapy Resistance of Bladder Cancer. Clin Cancer Res 25 1070-1086 PMID: 30397177
Jose P et al (2019) A Ca2+-ATPase Regulates E-cadherin Biogenesis and Epithelial-Mesenchymal Transition in Breast Cancer Cells. Mol Cancer Res 17 1735-1747 PMID: 31076498
Eales (2018) Verteporfin selectively kills hypoxic glioma cells through iron-binding and increased production of reactive oxygen species. Sci Rep 8 14358 PMID: 30254296
Yosefzon et al (2018) Caspase-3 Regulates YAP-Dependent Cell Proliferation and Organ Size. Mol Cell 70 573 PMID: 29775577
Bo et al (2020) Derivation of trophoblast stem cells from naïve human pluripotent stem cells. Elife 9 PMID: 32048992
Do you know of a great paper that uses Verteporfin from Tocris? Please let us know.
Reviews for Verteporfin
Average Rating: 5 (Based on 2 Reviews.)
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Generation of EPS-blastoids.
By
Anonymous on 02/27/2020
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: EPS
2uM
In vitro cell treatment using Verteporfin.
By
Sara Piccirillo on 01/16/2018
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: cancer cell lines
Used it in in vitro treatment assays at concentration of 1 to 10microM for 72 hours. The treatment resulted in a significant time- and dose-dependent inhibition of cell growth & viability.
Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Stem Cells Scientific Review
Written by Kirsty E. Clarke, Victoria B. Christie, Andy Whiting and Stefan A. Przyborski, this review provides an overview of the use of small molecules in the control of stem cell growth and differentiation. Key signaling pathways are highlighted, and the regulation of ES cell self-renewal and somatic cell reprogramming is discussed. Compounds available from Tocris are listed.
Cell Cycle & DNA Damage Repair Poster
In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. This poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.
Stem Cells Poster
Written by Rebecca Quelch and Stefan Przyborski from Durham University (UK), this poster describes the isolation of pluripotent stem cells, their maintenance in culture, differentiation, and the generation and potential uses of organoids.
Pathways for Verteporfin
MAPK Signaling Pathway
The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.
Notch Signaling Pathway
The Notch pathway is involved in determination of cell fate, regulation of pattern formation and other developmental settings. Disrupted signaling can cause developmental defects and a range of adult pathologies.