(S,R,S)-AHPC (TFA)

Background Introduction

(S,R,S)-AHPC (TFA) is a potent and selective ligand for the von Hippel-Lindau (VHL) E3 ubiquitin ligase complex, widely used in the development of PROTACs (Proteolysis Targeting Chimeras). AHPC, or Aliphatic Hydroxyproline Carboxamide, is a hydroxyproline-based derivative optimized for strong VHL binding. The TFA (trifluoroacetate) salt form enhances its solubility and handling for chemical synthesis. This compound is a key building block in targeted protein degradation research, supporting the design and development of next-generation therapeutics.

Mechanism

(S,R,S)-AHPC binds specifically to the VHL E3 ligase component, thereby recruiting the VHL E3 ligase complex for ubiquitination of target proteins when integrated into PROTAC molecules. By conjugating (S,R,S)-AHPC to a ligand that recognizes a protein of interest, researchers create bifunctional molecules that direct the E3 ligase to tag the target protein for proteasomal degradation. The precise stereochemistry of the AHPC scaffold ensures optimal VHL engagement, resulting in efficient target ubiquitination and degradation.

Applications

(S,R,S)-AHPC (TFA) is broadly employed in the synthesis of VHL-based PROTACs, enabling selective degradation of disease-relevant proteins for both research and therapeutic applications. Its applications include:

• Construction of PROTAC molecules targeting various proteins for oncology, neurodegenerative diseases, and immunology
• Structure-activity relationship (SAR) studies to optimize PROTAC performance
• Development of chemical probes for target validation in cell biology
• Synthesis of novel VHL-based molecular glues and targeted degraders in drug discovery programs
• Custom modification and conjugation for high-throughput screening and medicinal chemistry research

• High-purity compound verified by HPLC, NMR, and LC-MS
• Consistent batch-to-batch reproducibility with complete QC documentation
• Supplied with COA, MSDS, and analytical data for traceability
• Reliable global shipping with stability-guaranteed packaging
• Dedicated technical support and optional custom synthesis service
• Demonstrates strong binding affinity to CRBN, VHL, or other E3 ligases
• Enables stable E3 ligase recruitment for targeted protein degradation
• Highly selective VHL ligand enhances targeted protein degradation in PROTAC development.
• High purity with TFA salt form ensures reliable performance in E3 ligase recruitment assays.