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919969 Sigma-Aldrich

C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride

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≥95%

Synonym: 2-(2-((6-Aminohexyl)oxy)ethoxy)-N-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)acetamide hydrochloride, C5 Lenalidomide conjugate, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

  • Empirical Formula (Hill Notation) C23H32N4O6 · xHCl

  • Molecular Weight 460.52 (free base basis)

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Properties

Quality Level   100
assay   ≥95%
form   powder or crystals
storage temp.   2-8°C

Description

Application

Protein degrader building block C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand with alternative exit vector, a linker with both hydrophobic and hydrophilic moieties, and a pendant amine for reactivity with an acid on the target warhead. 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 terminal amine, 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

Legal Information

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

Safety & Documentation

Safety Information

WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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906123 (S,R,S)-AHPC-PEG2-butyl amine hydrochloride
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909416 Fluorinated VHL spy molecule 1
909432 Fluorinated VHL Spy Molecule 2, ≥98%
909440 Fluorinated VHL spy molecule 3, ≥95%
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