TC E3 5031

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Cat.No. 6466 - TC E3 5031 | C15H12N2O7 | CAS No. 1061605-21-7
Description: Carboxylic acid-functionalized Thalidomide; cereblon ligand for PROTACs
Chemical Name: 2-[[2-(2,6-Dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]acetic acid
Purity: ≥98% (HPLC)
Literature (1)

Biological Activity

Derivative of Thalidomide (Cat.No. 0652), commonly used as a precursor to PROTACs that hijack cereblon as the E3 ubiquitin ligase component. Supplied with a carboxylic acid functional handle at a position known not to significantly affect binding to cereblon, for ready conjugation to a linker/target protein ligand.

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Technical Data

M. Wt 332.26
Formula C15H12N2O7
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 1061605-21-7
PubChem ID 25015436
Smiles O=C(N1C(CC2)C(NC2=O)=O)C3=C(C1=O)C(OCC(O)=O)=CC=C3

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 33.23 100

Preparing Stock Solutions

The following data is based on the product molecular weight 332.26. 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 3.01 mL 15.05 mL 30.1 mL
5 mM 0.6 mL 3.01 mL 6.02 mL
10 mM 0.3 mL 1.5 mL 3.01 mL
50 mM 0.06 mL 0.3 mL 0.6 mL

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References are publications that support the biological activity of the product.

Lohbeck and Miller (2016) Practical synthesis of a phthalimide-based cereblon ligand to enable PROTAC development. Bioorg.Med.Chem.Lett. 26 5260 PMID: 27687673

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Keywords: TC E3 5031, TC E3 5031 supplier, PROTACs, thalidomide, PROteolysis, TArgeting, Chimeras, cereblon, E3, ligase, ligand, 3, TCE35031, Functionalized, Ligase, Ligands, 6466, Tocris Bioscience

Citations for TC E3 5031

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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