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901531

Sigma-Aldrich

Pomalidomide-PEG3-Alkyne

≥95%

Synonym(e):

N-(2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-3-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy)propanamide, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

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About This Item

Empirische Formel (Hill-System):
C23H25N3O8
Molekulargewicht:
471.46
UNSPSC-Code:
51171641
NACRES:
NA.22

ligand

pomalidomide

Qualitätsniveau

100

Assay

≥95%

Form

powder or crystals

Eignung der Reaktion

reaction type: click chemistry
reagent type: ligand-linker conjugate

Funktionelle Gruppe

alkyne

Lagertemp.

2-8°C

SMILES String

O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(CCOCCOCCOCC#C)=O)=O)NC1=O

Verwandte Kategorien

Anwendung

Protein degrader builiding block Pomalidomide-PEG3-Alkyne enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand and a PEGylated crosslinker with pendant alkyne for click chemistry with an azide 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 alkyne group, 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)

Sonstige Hinweise

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 ProteinDegradation

Targeted Protein Degradation: from ChemicalBiology to Drug Discovery

Impact of linker length on the activity of PROTACs

Rechtliche Hinweise

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

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WGK

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Flammpunkt (°F)

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Flammpunkt (°C)

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Analysenzertifikate (COA)

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Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)
The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is
Kedra Cyrus et al.
Molecular bioSystems, 7(2), 359-364 (2010-10-06)
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Philipp M Cromm et al.
Cell chemical biology, 24(9), 1181-1190 (2017-06-27)
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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

Artikel

Degrader Building Blocks for Targeted Protein Degradation

Partial PROTACs are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

Partial PROTACs for Targeted Protein Degradation

Partial PROTACs are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

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