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919969

C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride

≥95%

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C23H32N4O6 · xHCl
Poids moléculaire :
460.52 (free base basis)
MDL number:
MFCD34166229
UNSPSC Code:
12352101
NACRES:
NA.22
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ligand

C5 Lenalidomide

Quality Level

100

assay

≥95%

form

powder or crystals

reaction suitability

reactivity: carboxyl reactive, reagent type: ligand-linker conjugate

functional group

amine

storage temp.

2-8°C

SMILES string

O=C1N(C2CCC(NC2=O)=O)CC3=CC(NC(COCCOCCCCCCN)=O)=CC=C31.Cl

InChI

1S/C23H32N4O6.ClH/c24-9-3-1-2-4-10-32-11-12-33-15-21(29)25-17-5-6-18-16(13-17)14-27(23(18)31)19-7-8-20(28)26-22(19)30;/h5-6,13,19H,1-4,7-12,14-15,24H2,(H,25,29)(H,26,28,30);1H

InChI key

HDOCYCRRBNJXSG-UHFFFAOYSA-N

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

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Articles

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.

Numéro d'article de commerce international

RéférenceGTIN
919969-50MG04065265647892