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921319

Sigma-Aldrich

Pomalidomide-methylamino-PEG1-NH2 hydrochloride

Sinonimo/i:

3-((2-(2-Aminoethoxy)ethyl)(methyl)amino)-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)propanamide hydrochloride, Crosslinker–E3 Ligase l, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrade

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About This Item

Formula empirica (notazione di Hill):
C21H27N5O6 · xHCl
Peso molecolare:
445.47 (free base basis)
Numero MDL:
MFCD34602198
Codice UNSPSC:
12352101
NACRES:
NA.22

ligand

pomalidomide

Livello qualitativo

100

Stato

(Powder or Crystals or Solid or Chunks)

Impiego in reazioni chimiche

reactivity: carboxyl reactive
reagent type: ligand-linker conjugate

Gruppo funzionale

amine

Temperatura di conservazione

2-8°C

Stringa SMILE

O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(CCN(C)CCOCCN)=O)=O)NC1=O.Cl

InChI

1S/C21H27N5O6.ClH/c1-25(10-12-32-11-8-22)9-7-17(28)23-14-4-2-3-13-18(14)21(31)26(20(13)30)15-5-6-16(27)24-19(15)29;/h2-4,15H,5-12,22H2,1H3,(H,23,28)(H,24,27,29);1H
HBXYNGDSINGFDL-UHFFFAOYSA-N

Applicazioni

Protein degrader builiding block Pomalidomide-methylamino-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, a linker, 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.

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

Altre note

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

Note legali

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

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H361d

Classi di pericolo

Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Daniel P Bondeson et al.
Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)
Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of

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