909408

Pomalidomide-PEG₆-azide

≥95%

• Synonym(s): 20-Azido-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-3,6,9,12,15,18-hexaoxaicosanamide, Crosslinker−E3 ligase ligand conjugate, Pomalidomide conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader
• Empirical Formula (Hill Notation): C₂₇H₃₆N₆O₁₁
• Molecular Weight: 620.61
• MDL number: MFCD32197467
• UNSPSC Code: 51171641
• NACRES: NA.22

Properties

• ligand: pomalidomide
• Assay: ≥95%
• form: chunks
• reaction suitability: reaction type: click chemistry; reagent type: ligand-linker conjugate
• functional group: azide
• storage temp.: 2-8°C
• SMILES string: O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(COCCOCCOCCOCCOCCOCCN=[N+]=[N-])=O)=O)NC1=O
• InChI: 1S/C27H36N6O11/c28-32-29-6-7-39-8-9-40-10-11-41-12-13-42-14-15-43-16-17-44-18-23(35)30-20-3-1-2-19-24(20)27(38)33(26(19)37)21-4-5-22(34)31-25(21)36/h1-3,21H,4-18H2,(H,30,35)(H,31,34,36)
• InChI key: PFLZNAGSEUHPLI-UHFFFAOYSA-N

Description

Application

Protein degrader builiding block Pomalidomide-PEG₆-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.

Automate your CRBN-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)

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 Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable