Skip to Content
Merck
All Photos(1)

Documents

921300

Sigma-Aldrich

C5 Lenalidomide-pyrimidine-piperazine-PEG1-NH2 hydrochloride

≥95%

Synonym(s):

5-(4-(2-(2-Aminoethoxy)ethyl)piperazin-1-yl)-N-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)pyrimidine-2-carboxamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C26H32N8O5 · xHCl
Molecular Weight:
536.58 (free base basis)
UNSPSC Code:
12352101
NACRES:
NA.22

ligand

C5 Lenalidomide

Quality Level

Assay

≥95%

form

(Powder or crystals or flakes or chunks)

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(C4=NC=C(N5CCN(CCOCCN)CC5)C=N4)=O)=CC=C31.Cl

Application

Protein degrader builiding block C5 Lenalidomide-pyrimidine-piperazine-PEG1-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 added rigidity, and a pendant amine for reactivity with a carboxylic acid on the 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 terminal amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service