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904686

Pomalidomide-C6-PEG3-butyl azide

≥95%

Synonym(s):

6-(2-(2-((6-Azidohexyl)oxy)ethoxy)ethoxy)-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)hexanamide, Crosslinker−E3 ligase ligand conjugate, Pomalidomide-6-2-2-6-N3, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

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About This Item

Empirical Formula (Hill Notation):
C29H40N6O8
CAS Number:
2300178-66-7
Molecular Weight:
600.66
MDL number:
MFCD32173804
UNSPSC Code:
51171641
NACRES:
NA.22
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ligand

pomalidomide

Quality Level

200

assay

≥95%

form

powder or crystals

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(CCCCCOCCOCCOCCCCCCN=[N+]=[N-])=O)=O)NC1=O

InChI

1S/C29H40N6O8/c30-34-31-14-5-1-2-6-15-41-17-19-43-20-18-42-16-7-3-4-11-24(36)32-22-10-8-9-21-26(22)29(40)35(28(21)39)23-12-13-25(37)33-27(23)38/h8-10,23H,1-7,11-20H2,(H,32,36)(H,33,37,38)

InChI key

JUXLQOHNAZVQSN-UHFFFAOYSA-N

Application

Protein degrader builiding block Pomalidomide-C6-PEG3-Butyl Azide enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand, a linker with both hydrophobic and hydrophilic moieties, and a 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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

904686-BULK: + 904686-50MG: + 904686-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ0497

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Articles

標的タンパク質分解のための分解物ビルディングブロック

タンパク質分解誘導化合物ビルディングブロックは、標的リガンドと共有結合するペンダント基を持つクロスリンカー-E3リガンド複合体です。

Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.