Thalidomide, propargyl

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Cat.No. 6685 - Thalidomide, propargyl | C16H12N2O5 | CAS No. 2098487-39-7
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)
Literature (1)

Biological Activity

Click-activated Thalidomide (Cat.No. 0652); can be used as a precursor to PROTACs that hijack 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.

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Technical Data

M. Wt 312.28
Formula C16H12N2O5
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 2098487-39-7
PubChem ID 132118478
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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 31.23 100
DMF 31.23 100

Preparing Stock Solutions

The following data is based on the product molecular weight 312.28. 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 3.2 mL 16.01 mL 32.02 mL
5 mM 0.64 mL 3.2 mL 6.4 mL
10 mM 0.32 mL 1.6 mL 3.2 mL
50 mM 0.06 mL 0.32 mL 0.64 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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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

If you know of a relevant reference for Thalidomide, propargyl, please let us know.

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

Citations for Thalidomide, propargyl

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

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Targeted Protein Degradation

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