920843

(S,R,S)-VL285 Phenol-PEG₁-piperazine hydrochloride

• Synonyme(s) : (2S,4R)-4-Hydroxy-N-{[4-(4-methyl-1,3-thiazol-5-yl)-2-{2-[2-(piperazin-1-yl)ethoxy]ethoxy}phenyl]methyl}-1-[(2S)-3-methyl-2-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)butanoyl]pyrrolidine-2-carboxamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, VHL protein degrader building block for PROTAC^® research
• Formule empirique (notation de Hill): C₃₇H₄₈N₆O₆S · xHCl
• Poids moléculaire : 704.88 (free base basis)
• Nomenclature NACRES : NA.22

Propriétés

• ligand: VL285 phenol
• Niveau de qualité: 100
• Forme: solid
• Pertinence de la réaction: reagent type: ligand-linker conjugate
• Température de stockage: 2-8°C
• Chaîne SMILES: O=C([C@@H]1C[C@@H](O)CN1C([C@H](C(C)C)N2CC(C=CC=C3)=C3C2=O)=O)NCC4=CC=C(C5=C(C)N=CS5)C=C4OCCOCCN6CCNCC6.Cl

Description

Application

Protein degrader building block (S,R,S)-VL285 Phenol-PEG₁-piperazine hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a von Hippel-Lindau (VHL)-recruiting ligand with alternative exit vector from the widely used VH032 (901490), a semi-flexible PEG 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.

Autres remarques

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

Targeted Protein Degradation by Small Molecules

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

HaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins

Differential PROTAC substrate specificity dictated by orientation of recruited E3 ligase

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable