5-Amino-Thalidomide

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Cat.No. 7678 - 5-Amino-Thalidomide | C13H11N3O4 | CAS No. 191732-76-0
Description: Cereblon ligand with amine on C5 for onward chemistry
Chemical Name: 5-Amino-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
Purity: ≥95% (HPLC)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity for 5-Amino-Thalidomide

5-Amino-Thalidomide is a functionalized cereblon (CRBN) ligand for PROTAC® research and development; incorporates an E3 ligase ligand with an amine on the C5 position of the phthalimide ring for onward chemistry to generate Protein Degraders with rigid linkers. Degraders with modifications on the C5 position reduce off-target zinc-finger proteins degradation.

Part of a range of functionalized tool molecules for PROTAC® Degrader R&D.

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.

Usage Guidelines for 5-Amino-Thalidomide

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

Technical Data for 5-Amino-Thalidomide

M. Wt 273.24
Formula C13H11N3O4
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 191732-76-0
InChI Key IICWMVJMJVXCLY-UHFFFAOYSA-N
Smiles O=C1C2=CC=C(N)C=C2C(=O)N1C3C(=O)NC(=O)CC3

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 5-Amino-Thalidomide

References for 5-Amino-Thalidomide

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

Nguyen et al (2021) Proteolysis Targeting Chimeras With Reduced Off-targets. bioRxiv


If you know of a relevant reference for 5-Amino-Thalidomide, please let us know.

Keywords: 5-Amino-Thalidomide, 5-Amino-Thalidomide supplier, PROTAC, component, cereblon, E3, ubiquitin, ligase, amine, conjugate, building, block, ligands, targeted, targeting, protein, degradation, TPD, CRBN, rigid, linker, semi-rigid, cross-linker, rigidity, Functionalized, Ligase, Ligands, 7678, Tocris Bioscience

Citations for 5-Amino-Thalidomide

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Literature in this Area

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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