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904678 Sigma-Aldrich

Pomalidomide-PEG3-azide

Synonym: 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)acetamide, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

  • CAS Number 2267306-15-8

  • Empirical Formula (Hill Notation) C21H24N6O8

  • Molecular Weight 488.45

Pomalidomide-PEG3-azide
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Certificate of Analysis (COA)
Specification Sheet
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Properties

Related Categories Chemical Biology, Chemical Synthesis, Degrader Building Blocks, Degrader Building Blocks for Click Chemistry
assay   ≥95%
form   powder
reaction suitability   reaction type: click chemistry
mp   165 °C
storage temp.   2-8°C

Description

Application

Protein degrader builiding block Pomalidomide-PEG3-azide enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand and a PEGylated crosslinker with pendant azide for click chemistry with a target ligand. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and PROTAC, many analogs are prepared to screen for optimal target degradation.When used with other protein degrader building blocks with a pendant azide group, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Targeted Protein Degradation by Small Molecules

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

Impact of linker length on the activity of PROTACs

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Degrader Building Blocks for Targeted Protein Degradation

An emerging strategy in drug discovery to access difficult-to-treat diseases is targeted protein degradation. While traditional small-molecule or antibody drugs may only allow access to ~20% of the p...
Keywords: Bacterial conjugations, Building blocks, Degradations, Diseases, Drug discovery, Ligands, Parallel synthesis

Peer-Reviewed Papers
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901831 Pomalidomide-PEG5-NH2 hydrochloride
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901829 Pomalidomide-PEG6-CO2H
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901855 (S,R,S)-AHPC-PEG5-Alkyne
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902691 Hydroxy-PEG5-t-butyl ester
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902543 Propargyl-PEG4-acid
902586 Hydroxy-PEG4-t-butyl ester
902578 Hydroxy-PEG6-t-butyl ester, ≥95%
903434 Pomalidomide-PEG6-butyl azide, ≥95%
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903825 Pomalidomide-PEG1-azide
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904813 (S,R,S)-AHPC-PEG2-azide
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905232 (S,R,S)-AHPC-C6-PEG3-butyl amine hydrochloride, ≥95%
905224 Pomalidomide-PEG6-butyl amine hydrochloride, ≥95%
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905402 (S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl chloride, 95%
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