Name: (S,R,S)-AHPC-PEG5-COOH
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Solubility

In DMSO: ≥ 100 mg/mL (133.17 mM)<br/>* "≥" means soluble, but saturation unknown.

Storage

-20°C, stored under nitrogen; In solvent, -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

3-[2-[2-[2-[2-[3-[[(2S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

Synonyms

Cereblon Ligand-Linker Conjugates 13; E3 ligase Ligand-Linker Conjugates 50

InChI Key

YDOJYEPMGKGKQV-ZLWRCJDJSA-N

InChI

1S/C36H54N4O11S/c1-25-32(52-24-38-25)27-7-5-26(6-8-27)22-37-34(45)29-21-28(41)23-40(29)35(46)33(36(2,3)4)39-30(42)9-11-47-13-15-49-17-19-51-20-18-50-16-14-48-12-10-31(43)44/h5-8,24,28-29,33,41H,9-23H2,1-4H3,(H,37,45)(H,39,42)(H,43,44)/t28-,29+,33-/m1/s1

Canonical SMILES

CC1=C(C2=CC=C(C=C2)CNC([C@@H]3C[C@H](CN3C([C@H](C(C)(C)C)NC(CCOCCOCCOCCOCCOCCC(O)=O)=O)=O)O)=O)SC=N1

Pub Chem ID

134184001

Background Introduction

(S,R,S)-AHPC-PEG5-COOH is a specialized E3 ligase ligand-linker conjugate commonly used in the design and synthesis of Proteolysis Targeting Chimeras (PROTACs). This compound seamlessly bridges the von Hippel-Lindau (VHL) E3 ligase ligand (derived from AHPC) with a customizable linker (PEG5) and a terminal carboxylic acid, enabling high flexibility for conjugation with target protein ligands in next-generation drug discovery.

Mechanism

As a bifunctional molecule, (S,R,S)-AHPC-PEG5-COOH facilitates targeted protein degradation through the PROTAC technology platform. The AHPC moiety selectively binds the VHL E3 ubiquitin ligase complex, while the PEG5 spacer provides optimal distance, solubility, and flexibility. The terminal COOH group enables straightforward coupling with a ligand for the protein of interest. When used in a full PROTAC construct, it brings the E3 ligase into proximity with the target protein, promoting ubiquitination and subsequent proteasomal degradation.

Applications

(S,R,S)-AHPC-PEG5-COOH is widely employed in the development of PROTACs for targeted protein degradation research, lead discovery, and validation studies. This reagent is essential in oncology, neurodegeneration, and immunology projects, where selective removal of disease-relevant proteins is desired. Its ready-to-use functionality accelerates the exploration of novel degraders in both academic and pharmaceutical research, making it a crucial tool for custom PROTAC synthesis, structure-activity relationship (SAR) studies, and therapeutic development.

• Long PEG5 linker increases PROTAC solubility and cellular permeability, optimizing drug-like properties.
• Carboxyl functional group enables versatile conjugation with diverse warheads for efficient VHL-based PROTAC assembly.

Stock concentration: *

Desired final volume: *

Desired concentration: *

* 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