Thalidomide-4-hydroxyacetate

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Cat.No. 6466 - Thalidomide-4-hydroxyacetate | 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)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity for Thalidomide-4-hydroxyacetate

Thalidomide-4-hydroxyacetate is a derivative of Thalidomide (Cat.No. 0652), commonly used as a precursor to PROTAC® that hijacks 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.

Thalidomide-4-hydroxyacetate has been recently renamed. The previous name for this product was TC E3 5031.

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-4-hydroxyacetate

This product is provided for use in onward chemistry. Suitable solvents can be used.

Technical Data for Thalidomide-4-hydroxyacetate

M. Wt 332.26
Formula C15H12N2O7
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 1061605-21-7
PubChem ID 25015436
InChI Key ZVWIXIGBWIEDFO-UHFFFAOYSA-N
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.

Product Datasheets for Thalidomide-4-hydroxyacetate

References for Thalidomide-4-hydroxyacetate

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


If you know of a relevant reference for Thalidomide-4-hydroxyacetate, please let us know.

Keywords: Thalidomide-4-hydroxyacetate, Thalidomide-4-hydroxyacetate supplier, PROTACs, thalidomide, PROteolysis, TArgeting, Chimeras, cereblon, E3, ligase, ligand, 3, TCE35031, 2434840-81-8, 2357105-38-3, Functionalized, Ligase, Ligands, 6466, Tocris Bioscience

Citations for Thalidomide-4-hydroxyacetate

Citations are publications that use Tocris products.

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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* your copy today!

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Targeted Protein Degradation Poster

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