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907677

Sigma-Aldrich

(S,R,S)-AHPC-PEG6-butyl chloride

Sinonimo/i:

(2S,4R)-1-((S)-2-(tert-Butyl)-27-chloro-4-oxo-6,9,12,15,18,21-hexaoxa-3-azaheptacosanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide, (S,R,S)-AHPC-2-2-2-2-2-2-6-Cl, Crosslinker–E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader, VH032 conjugate

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About This Item

Formula empirica (notazione di Hill):
C40H63ClN4O10S
Numero CAS:
1835705-59-3
Peso molecolare:
827.47
Numero MDL:
MFCD31560479
Codice UNSPSC:
12352101

ligand

VH032

Stato

liquid

Impiego in reazioni chimiche

reactivity: sulfuryl reactive
reagent type: ligand-linker conjugate

Gruppo funzionale

alkyl halide

Temperatura di conservazione

2-8°C

Stringa SMILE

ClCCCCCCOCCOCCOCCOCCOCCOCC(N[C@H](C(N1[C@H](C(NCC2=CC=C(C3=C(C)N=CS3)C=C2)=O)C[C@@H](O)C1)=O)C(C)(C)C)=O

Applicazioni

Protein degrader builiding block (S,R,S)-AHPC-PEG6-Butyl chloride 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, a linker with both hydrophobic and hydrophilic moieties, and a pendant chloroalkane for reactivity with a nucleophilic group on a 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 chloro group, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

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

Modular PROTAC Design for the Degradation of Oncogenic BCR-ABL

Note legali

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

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N° Catalogo
Descrizione
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(S,S,S)-AHPC hydrochloride, ≥97%

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(S,R,S)-AHPC-PEG2-Alkyne, ≥95%

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Pomalidomide-PEG1-NH2 hydrochloride, ≥95%

901513

Pomalidomide-PEG2-NH2 hydrochloride, ≥95%

901523

Pomalidomide-PEG1-Alkyne, ≥98%

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(S,R,S)-AHPC-PEG3-Alkyne, ≥95%

901534

(S,R,S)-AHPC-C6-CO2H hydrochloride

901531

Pomalidomide-PEG3-Alkyne, ≥95%

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Pomalidomide-PEG2-Alkyne, ≥95%

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Pomalidomide-PEG1-CO2H, ≥95%

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Pomalidomide-PEG2-CO2H, 95%

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Bromo-PEG3-acid

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Propargyl-PEG1-acid, ≥95%

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Propargyl-PEG2-acid

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Bromo-PEG1-acid, ≥95%

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Propargyl-PEG3-acid

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Pomalidomide-PEG6-Alkyne

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Pomalidomide-PEG5-Alkyne, ≥95%

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Pomalidomide-PEG4-Alkyne

901832

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Pomalidomide-PEG6-CO2H

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Pomalidomide-PEG4-CO2H

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(S,R,S)-AHPC-PEG6-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG5-Alkyne

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(S,R,S)-AHPC-PEG4-Alkyne

901850

(S,R,S)-AHPC-PEG5-NH2 hydrochloride

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(S,R,S)-AHPC-PEG4-NH2 hydrochloride, ≥95%

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902691

Hydroxy-PEG5-t-butyl ester

902527

Amino-PEG5-t-butyl ester, ≥95%

902683

BocNH-PEG5-acid

902535

Amino-PEG4-t-butyl ester

902667

Propargyl-PEG6-acid

902543

Propargyl-PEG4-acid

902659

Amino-PEG6-t-butyl ester

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Hydroxy-PEG4-t-butyl ester

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BocNH-PEG4-acid

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Pomalidomide-PEG3-azide

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904864

(S,R,S)-AHPC-PEG6-butyl azide, ≥95%

905178

(S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl azide, ≥95%

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(S,R,S)-AHPC-C6-PEG3-butyl amine hydrochloride, ≥95%

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3,6,9,12,15,18-Hexaoxahexacos-25-ynoic acid

910074

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Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Lot/Batch Number

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Angewandte Chemie (International ed. in English), 55(2), 807-810 (2015-11-26)
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Articoli

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.

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.

Global Trade Item Number

SKUGTIN
907677-50MG4022536049465

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