Name: (S,R,S)-AHPC-PEG2-C4-Cl
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Solubility

DMSO : ≥ 50 mg/mL

Storage

Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month

Shipping

Room temperature in continental US; may vary elsewhere

Synonyms

(S,R,S)-AHPC-PEG2-C4-Cl; VH032-PEG2-C4-Cl; VHL Ligand-Linker Conjugates 7; E3 ligase Ligand-Linker Conjugates 10; (2S,4R)-1-[(2S)-2-[[2-[2-(6-chlorohexoxy)ethoxy]acetyl]amino]-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

InChI Key

VVGFRQKHZOZAAG-UWPQIUOOSA-N

InChI

InChI=1S/C32H47ClN4O6S/c1-22-28(44-21-35-22)24-11-9-23(10-12-24)18-34-30(40)26-17-25(38)19-37(26)31(41)29(32(2,3)4)36-27(39)20-43-16-15-42-14-8-6-5-7-13-33/h9-12,21,25-26,29,38H,5-8,13-20H2,1-4H3,(H,34,40)(H,36,39)/t25-,26+,29-/m1/s1

Canonical SMILES

CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=O)COCCOCCCCCCCl)O

Background Introduction

(S,R,S)-AHPC-PEG2-C4-Cl is a high-purity E3 ligase ligand-linker conjugate specifically engineered for targeted protein degradation applications. This compound is based on the AHPC (aryl hydrocarbon receptor protein complex) moiety, renowned for its ability to recruit the Von Hippel-Lindau (VHL) E3 ubiquitin ligase within the cell. By integrating a PEG2-C4 linker and a terminal chloride group, (S,R,S)-AHPC-PEG2-C4-Cl offers a versatile building block for the synthesis of PROTAC (Proteolysis Targeting Chimera) molecules—a revolutionary approach in the development of next-generation therapeutics aimed at depleting disease-causing proteins.

Mechanism

The mechanism of (S,R,S)-AHPC-PEG2-C4-Cl centers around targeted protein degradation. The AHPC core binds selectively to the VHL E3 ubiquitin ligase, while the PEG2-C4 linker serves as a flexible and hydrophilic spacer, improving solubility and spatial orientation. The terminal chloride functionality allows for efficient coupling to diverse protein-targeting warheads. When incorporated into a PROTAC, this ligand-linker conjugate facilitates the simultaneous recruitment of the target protein and the E3 ligase, enabling ubiquitination of the target protein and subsequent degradation via the proteasome pathway.

Applications

(S,R,S)-AHPC-PEG2-C4-Cl is an essential intermediate for researchers developing novel PROTAC molecules. Its applications span chemical biology, drug discovery, and functional genomics. Specifically, it is ideal for constructing bifunctional PROTACs that selectively degrade disease-relevant targets, validate druggable proteins, and explore new therapeutic pathways. The product’s optimized linker length and reactivity enhance cell permeability and pharmacokinetic profiles, making it a preferred tool for studying targeted protein degradation in both in vitro and in vivo research models.

• Chloro-functionalized terminus supports efficient conjugation to diverse protein ligands for versatile PROTAC design.
• Incorporates a PEG2-based flexible linker, optimizing solubility and cell permeability for improved PROTAC performance.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂