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Description: Potent Lys-covalent pan-IAP inhibitor
Chemical Name: (R)-1-((S)-1-((S)-2-Cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamido)-2,3-dihydro-1H-inden-4-yl sulfurofluoridate
Purity: ≥95% (HPLC)
Biological Activity for 142D6
142D6 is a potent pan-IAP inhibitor (IC50 values are 21, 21 and 43 nM for cIAP1, cIAP2 and XIAP respectively). 142D6 covalently targets Lys residues in the BIR3 domain of the inhibitor of the apoptosis protein (IAP) family. In vitro, 142D6 reduces viability of cultured breast cancer MDA-MB-231 cells (EC50 values are 44 and 61 nM in cell viability and apoptosis assays, respectively). 142D6 is chemically stable in buffer and plasma and is orally bioavailable.
Licensing Information
Sold under patent license from The Regents of the University of California
Technical Data for 142D6
| M. Wt | 552.66 |
| Formula | C26H37FN4O6S |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 2410953-19-2 |
| InChI Key | YVERFLKIJOIKPE-HXGJMTJLSA-N |
| Smiles | O=C([C@H]1N(CCC1)C([C@H](C2CCCCC2)NC([C@H](C)NC)=O)=O)N[C@H]3C4=CC=CC(OS(F)(=O)=O)=C4CC3 |
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 142D6
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 55.27 | 100 |
Preparing Stock Solutions for 142D6
The following data is based on the product molecular weight 552.66. 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 |
|---|---|---|---|
| 1 mM | 1.81 mL | 9.05 mL | 18.09 mL |
| 5 mM | 0.36 mL | 1.81 mL | 3.62 mL |
| 10 mM | 0.18 mL | 0.9 mL | 1.81 mL |
| 50 mM | 0.04 mL | 0.18 mL | 0.36 mL |
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Product Datasheets for 142D6
References for 142D6
References are publications that support the biological activity of the product.
Baggio et al (2019) Aryl-fluorosulfate-based lysine covalent pan-inhibitors of apoptosis protein (IAP) antagonists with cellular efficacy. J.Med.Chem. 62 9188 PMID: 31550155
Udompholkul et al (2023) Characterization of a potent and orally bioavailable Lys-covalent inhibitor of apoptosis protein (IAP) antagonist. J.Med.Chem. 66 8159 PMID: 37262387
If you know of a relevant reference for 142D6, please let us know.
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Keywords: 142D6, 142D6 supplier, XIAP, cIAP1, cIAP2, BIR3, domain, antagonist, potent, antagonism, inhibitors, inhibits, inhibitor, of, apoptosis, IAP, breast, cancer, Inhibitor, Apoptosis, (IAP), 8018, Tocris Bioscience
Citations for 142D6
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Literature in this Area
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Programmed Cell Death Poster
There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for 142D6
