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Description: Alkyne-functionalized Thalidomide; 'click' cereblon ligand for PROTACs
Chemical Name: 2-(2,6-Dioxo-3-piperidinyl)-4-(2-propyn-1-yloxy)-1H-isoindole-1,3(2H)-dione
Purity: ≥95% (HPLC)
Biological Activity for Thalidomide, propargyl
Thalidomide, propargyl is a click-activated Thalidomide (Cat.No. 0652); can be used as a precursor to a PROTAC® that hijacks cereblon as the E3 ubiquitin ligase component. Supplied with an alkyne functional handle at a position known not to significantly affect binding to cereblon, for ready click conjugation to a linker/target protein ligand.
Please contact us for SD files of our available Degrader Building Blocks.
PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.
Require a different derivative? Get in touch.
Usage Guidelines for Thalidomide, propargyl
This product is provided for use in onward chemistry. Suitable solvents can be used.
Technical Data for Thalidomide, propargyl
| M. Wt | 312.28 |
| Formula | C16H12N2O5 |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 2098487-39-7 |
| PubChem ID | 132118478 |
| InChI Key | NOGQTNDSZFYNTM-UHFFFAOYSA-N |
| Smiles | O=C1N(C(C2=C(C=CC=C12)OCC#C)=O)C3CCC(NC3=O)=O |
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.
Product Datasheets for Thalidomide, propargyl
References for Thalidomide, propargyl
References are publications that support the biological activity of the product.
Wurz et al (2018) A "click chemistry platform" for the rapid rynthesis of bispecific molecules for inducing protein degradation. J.Med.Chem. 61 453 PMID: 28378579
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Keywords: Thalidomide, propargyl, Thalidomide, propargyl supplier, PROTACs, click-activated, thalidomide, E3, ligase, ligands, cereblon, PROTAC, Toolbox, targeted, protein, degradation, development, Functionalized, Ligase, Ligands, 6685, Tocris Bioscience
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Literature in this Area
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Targeted Protein Degradation Poster
Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia