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Merck

927678

Sigma-Aldrich

Pomalidomide-difluoroPEG1-C4-piperazine Hydrochloride

≥95%

Synonym(e):

2-(2,2-Difluoro-3-(4-(piperazin-1-yl)butoxy)propoxy)-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)acetamide hydrochloride

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About This Item

Empirische Formel (Hill-System):
C26H33F2N5O7 · xHCl
Molekulargewicht:
565.57 (free base basis)
MDL-Nummer:
UNSPSC-Code:
12352101
NACRES:
NA.21

ligand

pomalidomide

Qualitätsniveau

Assay

≥95%

Form

powder

Lagertemp.

2-8°C

SMILES String

O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(COCC(F)(F)COCCCCN4CCNCC4)=O)=O)NC1=O.Cl

InChI

1S/C26H33F2N5O7.ClH/c27-26(28,15-39-13-2-1-10-32-11-8-29-9-12-32)16-40-14-21(35)30-18-5-3-4-17-22(18)25(38)33(24(17)37)19-6-7-20(34)31-23(19)36;/h3-5,19,29H,1-2,6-16H2,(H,30,35)(H,31,34,36);1H

InChIKey

VNTZNMLSYIMLPL-UHFFFAOYSA-N

Anwendung

Protein degrader building block Pomalidomide-difluoroPEG1-C4-piperazine 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 fluorinated linker with both hydrophobic and hydrophilic moieties, 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 pendant amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Targeted Protein Degradation

Piktogramme

Health hazard

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Repr. 1B

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°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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